Bey, Philippe’s team published research in Journal of Organic Chemistry in 1980 | CAS: 24666-55-5

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.HPLC of Formula: 24666-55-5

Bey, Philippe; Vevert, Jean Paul published their research in Journal of Organic Chemistry on August 1 ,1980. The article was titled 《Stereospecific alkylation of the Schiff base ester of alanine with 2-substituted-(E)- and -(Z)-vinyl bromides. An efficient synthesis of 2-methyl-(E)-3,4-didehydroglutamic acid, a potent substrate-induced irreversible inhibitor of L-glutamate-1-decarboxylase》.HPLC of Formula: 24666-55-5 The article contains the following contents:

Vinylation of PhCH:NCHMeCO2Me (I) by (E)- or (Z)-RCH:CHBr (R = CO2Me, CONH2, CN) in THF containing LiN(CHMe2)2 proceeded stereospecifically to give RCH:CHCMe(N:CHPh)CO2Me with retention of configuration of the double bond. Thus, I was vinylated with (E)-MeO2CCH:CHBr to give (E)-MeO2CCH:CHCMe(N:CHPh)CO2Me, which was hydrolyzed by aqueous HCl for 24 h at 60° to give the title dehydroglutamic acid. In the experimental materials used by the author, we found Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5HPLC of Formula: 24666-55-5)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.HPLC of Formula: 24666-55-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Witt, Anette’s team published research in Journal of Heterocyclic Chemistry in 2003 | CAS: 24666-55-5

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Category: piperidines

Witt, Anette; Gustavsson, Annika; Bergman, Jan published their research in Journal of Heterocyclic Chemistry on February 28 ,2003. The article was titled 《Studies towards the synthesis of the benzodiazepine alkaloid auranthine. Synthesis of an acetylated derivative》.Category: piperidines The article contains the following contents:

Different approaches towards the synthesis of auranthine have been investigated. A completed synthesis of 3-[2-(4-oxo-3,4-dihydro-quinazolin-2-yl)-ethyl]-3,4-dihydro-1H-benzo[e][1,4]-diazepine-2,5-dione I, an auranthine precursor, which after dehydration with 50% propylphosphonic acid anhydride solution in Et acetate and DMA gave a C-acetyl derivative of auranthine. Addnl. studies towards the synthesis of fused quinazolinones yielded the C-acetylated pyrido[2,1-b]quinazolinones or butyric acid derivatives In the part of experimental materials, we found many familiar compounds, such as Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5Category: piperidines)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Johnston, Thomas P.’s team published research in Journal of Medicinal Chemistry in 1984 | CAS: 24666-55-5

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate

《Studies on synthesis and anticancer activity of selected N-(2-fluoroethyl)-N-nitrosoureas》 was published in Journal of Medicinal Chemistry in 1984. These research results belong to Johnston, Thomas P.; Kussner, Conrad L.; Carter, Ronald L.; Frye, Jerry L.; Lomax, Nancita R.; Plowman, Jacqueline; Narayanan, V. L.. Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate The article mentions the following:

Aminolysis of FCH2CH2N(NO)CO2C6H4NO2-2 with H2NCH2CH2OH, 1α,2β,3α-2-amino-1,3-cyclohexanediol, cis-1,2-aminocyclohexanol, and 2-amino-2-deoxy-D-glucose gave the corresponding H2O-sol ureas, e.g., I. The H2O-insoluble glutarimide analog II was prepared by nitrosation of the corresponding urea. In trials with B16 melanoma and Lewis lung carcinoma the compounds were comparable to their Cl analogs as inhibitors; I seemed to be the most effective. In the experimental materials used by the author, we found Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Shoji, Atsushi’s team published research in Journal of the American Chemical Society in 2007 | CAS: 24666-55-5

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate

Shoji, Atsushi; Kuwahara, Masayasu; Ozaki, Hiroaki; Sawai, Hiroaki published an article on February 7 ,2007. The article was titled 《Modified DNA Aptamer That Binds the (R)-Isomer of a Thalidomide Derivative with High Enantioselectivity》, and you may find the article in Journal of the American Chemical Society.Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate The information in the text is summarized as follows:

A thalidomide-binding aptamer was produced by systematic evolution of ligands by exponential enrichment from a library of non-natural DNA in which thymidine had been replaced with a modified deoxyuridine bearing a cationic functional group via a hydrophobic methylene linker at the C5 position. The addnl. functional group in the modified DNA aptamer could improve stability against nucleases and increase the binding affinity to thalidomide. The selected aptamer could recognize thalidomide enantioselectively, although a racemic thalidomide-attached gel was used for the selection. Surface plasmon resonance and fluorescence titration studies revealed that the selected modified DNA aptamer and a truncated version bound with an (R)-thalidomide derivative with high enantioselectivity, but not with the (S)-form. The modified group in the DNA aptamer is indispensable for the interaction with thalidomide, as the corresponding natural type DNA bearing the same base sequence showed no binding affinity with (R)- nor (S)-thalidomide. Computational sequence anal. suggested that the selected apatamer (108mer) could fold into a three-way junction structure; however, truncation of this aptamer (31mer) revealed that the thalidomide-binding site is a hairpin-bulge region that is a component of one of the arms of the three-way junction structure. The Kd value of the truncated 31mer aptamer for binding with the (R)-thalidomide derivative was 1.0 μM estimated from fluorescence titration study. The aptamer that can recognize a single enantiomer of thalidomide will be useful as a biochem. tool for the anal. and study of the biol. action of thalidomide enantiomers. The results came from multiple reactions, including the reaction of Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Turk, Benjamin E.’s team published research in Proceedings of the National Academy of Sciences of the United States of America in 1996 | CAS: 24666-55-5

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Computed Properties of C13H14N2O4

Turk, Benjamin E.; Jiang, Hongsi; Liu, Jun O. published an article in Proceedings of the National Academy of Sciences of the United States of America. The title of the article was 《Binding of thalidomide to α1-acid glycoprotein may be involved in its inhibition of tumor necrosis factor α production》.Computed Properties of C13H14N2O4 The author mentioned the following in the article:

In addition to its well known sedative and teratogenic effects, thalidomide also possesses potent immunomodulatory and antiinflammatory activities, being most effective against leprosy and chronic graft-vs.-host disease. The immunomodulatory activity of thalidomide has been ascribed to the selective inhibition of tumor necrosis factor α from monocytes. The mol. mechanism for the immunomodulatory effect of thalidomide remains unknown. To elucidate this mechanism, we synthesized an active photoaffinity label of thalidomide as a probe to identify the mol. target of the drug. Using the probe, we specifically labeled a pair of proteins of 43-45 kDa with high acidity from bovine thymus extract Purification of these proteins and partial peptide sequence determination revealed them to be α1-acid glycoprotein (AGP). We show that the binding of thalidomide photoaffinity label to authentic human AGP is competed with both thalidomide and the nonradioactive photoaffinity label at concentrations comparable to those required for inhibition of production of tumor necrosis factor α from human monocytes, suggesting that AGP may be involved in the immunomodulatory activity of thalidomide. The experimental process involved the reaction of Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5Computed Properties of C13H14N2O4)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Computed Properties of C13H14N2O4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Turk, Benjamin E.’s team published research in Proceedings of the National Academy of Sciences of the United States of America in 1996 | CAS: 24666-55-5

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate

Turk, Benjamin E.; Jiang, Hongsi; Liu, Jun O. published an article in Proceedings of the National Academy of Sciences of the United States of America. The title of the article was 《Binding of thalidomide to α1-acid glycoprotein may be involved in its inhibition of tumor necrosis factor α production》.Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate The author mentioned the following in the article:

In addition to its well known sedative and teratogenic effects, thalidomide also possesses potent immunomodulatory and antiinflammatory activities, being most effective against leprosy and chronic graft-vs.-host disease. The immunomodulatory activity of thalidomide has been ascribed to the selective inhibition of tumor necrosis factor α from monocytes. The mol. mechanism for the immunomodulatory effect of thalidomide remains unknown. To elucidate this mechanism, we synthesized an active photoaffinity label of thalidomide as a probe to identify the mol. target of the drug. Using the probe, we specifically labeled a pair of proteins of 43-45 kDa with high acidity from bovine thymus extract Purification of these proteins and partial peptide sequence determination revealed them to be α1-acid glycoprotein (AGP). We show that the binding of thalidomide photoaffinity label to authentic human AGP is competed with both thalidomide and the nonradioactive photoaffinity label at concentrations comparable to those required for inhibition of production of tumor necrosis factor α from human monocytes, suggesting that AGP may be involved in the immunomodulatory activity of thalidomide. The experimental process involved the reaction of Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Simple exploration of 24666-55-5

24666-55-5 Benzyl (2,6-dioxopiperidin-3-yl)carbamate 2735493, apiperidines compound, is more and more widely used in various fields.

24666-55-5, Benzyl (2,6-dioxopiperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-(Benzyloxycarbonylamino)piperidine-2,6-dione (100 gm), methanol (1000 ml) and 10% palladium carbon (15 gm) were added and then applied hydrogen pressure at room temperature. The reaction mass was maintained for 2 hours and filtered over on celyte bed. The solvent was distilled off under vacuum from the filtrate thus obtained to obtain a crystalline solid. To the crystalline solid was added a mixture of dimethylformamide (400 ml), triethylamine (100 ml) and 2-(bromomethyl)-3-nirobenzoic acid methyl ester (100 gm) as obtained in example 1. The reaction mass was stirred for 6 hours at room temperature, filtered and then dried to obtain a solid. The solid obtained was dissolved in methanol (250 ml) and stirred for 1 hour at room temperature. The solid obtained was collected by filtration and dried to obtain 77 gm of 3-(4-nitro-l-oxo-l,3- dihydro-2H-isoindol-2-yl)piperidine-2,6-dione, 24666-55-5

24666-55-5 Benzyl (2,6-dioxopiperidin-3-yl)carbamate 2735493, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; RAMAKRISHNA REDDY, Matta; VAMSI KRISHNA, Bandi; WO2013/5229; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 24666-55-5

The synthetic route of 24666-55-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24666-55-5,Benzyl (2,6-dioxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

3-N-benzyloxycarbonylamino-2,6-piperidinone hydrochloride 40 g (0.153 mol) was added to a 1 L reaction flask.40% hydrobromic acid solution 300ml, acetic acid 400ml,Stir well and mix well, heat to 60 C, keep warm for 1 h,Cool to room temperature, distill off the solvent and water under reduced pressure.Add 1 L of ethyl acetate to the residue and stir for 0.5 h.The product was white filtered to give a white solid (30.4 g, yield: 95.2%)., 24666-55-5

The synthetic route of 24666-55-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shijiazhuang Duen Pharmaceutical Technology Co., Ltd.; Fang Yu; Du Yumin; (8 pag.)CN109776493; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 24666-55-5

As the paragraph descriping shows that 24666-55-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24666-55-5,Benzyl (2,6-dioxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

A solution of 15 (4.0Og, 0.015 mol) in methanol (200 ml) and 2N HCl (15 ml) was hydrogenated over 5% Pd-C (100 mg) at 60 psi for 4 h. The catalyst was filtered off and the filtrate concentrated to dryness to give the title compound 16 as a white solid (2.61 g, 100%), mp 245 0C (dec) (lit. 235 0C (dec)). 1H NMR (400 MHz, DMSO-D6) delta ppm 11.22 (br s? IH), 8.68 (br s, 3H), 4.20 (dd, J=13.0, 5.3 Hz, IH), 2.77-2.65 (m, IH), 2.64- 2.56 (m, IH), 2.27-2.19 (m, IH)5 2.09-1.97 (m, IH)., 24666-55-5

As the paragraph descriping shows that 24666-55-5 is playing an increasingly important role.

Reference:
Patent; AUCKLAND UNISERVICES LIMITED; WO2008/7979; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 24666-55-5

24666-55-5 Benzyl (2,6-dioxopiperidin-3-yl)carbamate 2735493, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24666-55-5,Benzyl (2,6-dioxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

A solution of 15 (4.0Og, 0.015 mol) in methanol (200 ml) and 2N HCl (15 ml) was hydrogenated over 5% Pd-C (100 mg) at 60 psi for 4 h. The catalyst was filtered off and the filtrate concentrated to dryness to give the title compound 16 as a white solid (2.61 g, 100%), mp 245 0C (dec) (lit. 235 0C (dec)). 1H NMR (400 MHz, DMSO-D6) delta ppm 11.22 (br s? IH), 8.68 (br s, 3H), 4.20 (dd, J=13.0, 5.3 Hz, IH), 2.77-2.65 (m, IH), 2.64- 2.56 (m, IH), 2.27-2.19 (m, IH)5 2.09-1.97 (m, IH)., 24666-55-5

24666-55-5 Benzyl (2,6-dioxopiperidin-3-yl)carbamate 2735493, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; AUCKLAND UNISERVICES LIMITED; WO2008/7979; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem