Day: February 7, 2023

Sequential Suzuki-Miyaura Coupling/Lewis Acid-Catalyzed Cyclization: An Entry to Functionalized Cycloalkane-Fused Naphthalenes was written by Mahecha-Mahecha, Camilo;Lecornue, Frederic;Akinari, Sumita;Charote, Thomas;Gamba-Sanchez, Diego;Ohwada, Tomohiko;Thibaudeau, Sebastien. And the article was included in Organic Letters in 2020.Quality Control of 1-Tosylpiperidin-4-one This article mentions the following:

Functionalized angular cycloalkane-fused naphthalenes were prepared using a two-step process involving a Pd-catalyzed Suzuki-Miyaura coupling of aryl pinacol boronates and vinyl triflates followed by a boron trifluoride etherate-catalyzed cycloaromatization. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Quality Control of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Quality Control of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Alkenylation and arylation of peptides via Ni-catalyzed reductive coupling of α-C-tosyl peptides with Csp² triflates/halides was written by Tao, Xianghua;Ma, Guobin;Song, Yanhong;Chen, Yunrong;Qian, Qun;Sun, Deli;Gong, Hegui. And the article was included in Organic Letters in 2021.Safety of 1-Tosylpiperidin-4-one This article mentions the following:

A Ni-catalyzed reductive cross-coupling between α-C-tosyl peptides and Csp² triflates/halides has been developed. This protocol enables the formation of various unnatural di- and tripeptides containing vinyl and aryl side chains, and it expands the applications of Ni-catalyzed reductive cross-coupling in late-stage diversification of peptides. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Safety of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Safety of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Cp*Rh(III)/boron hybrid catalysis for directed C-H addition to β-substituted α,β-unsaturated carboxylic acids was written by Tanaka, Ryo;Hirata, Yuki;Kojima, Masahiro;Yoshino, Tatsuhiko;Matsunaga, Shigeki. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.COA of Formula: C12H15NO3S This article mentions the following:

The C-H bond addition reaction of 2-phenylpyridine derivatives with α,β-unsaturated carboxylic acids catalyzed by Cp*Rh(III)/BH₃·SMe₂ is reported. Activation of C-H bonds with the rhodium catalyst and activation of α,β-unsaturated carboxylic acids with the boron catalyst cooperatively work, and a BINOL-urea hybrid ligand significantly improved the reactivity. With the optimized hybrid catalytic system, various β-disubstituted carboxylic acids were obtained under mild reaction conditions. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9COA of Formula: C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.COA of Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Organophotoredox-Catalyzed Decarboxylative C(sp³)-O Bond Formation was written by Shibutani, Shotaro;Kodo, Taiga;Takeda, Mitsutaka;Nagao, Kazunori;Tokunaga, Norihito;Sasaki, Yusuke;Ohmiya, Hirohisa. And the article was included in Journal of the American Chemical Society in 2020.Related Products of 406235-30-1 This article mentions the following:

This manuscript reports a visible-light-mediated organosulfide catalysis that enables the decarboxylative coupling between simple aliphatic alc. and tertiary or secondary alkyl carboxylic acid-derived redox active esters to produce a C(sp³)-O-C(sp³) fragment. Results of the coupling using other heteroatom nucleophiles such as water, amides, and thiols are also described. In the experiment, the researchers used many compounds, for example, 1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1Related Products of 406235-30-1).

1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Related Products of 406235-30-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The Piloty-Robinson reaction of N-substituted piperidin-4-one azines. A novel route for the synthesis of 3,6-diazacarbazole was written by Alekseyev, R. S.;Kurkin, A. V.;Yurovskaya, M. A.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2011.Recommanded Product: 1-Tosylpiperidin-4-one This article mentions the following:

The possibility of preparing 1,2,3,4,6,7,8,9-octahydro-5H-pyrrolo[3,2-c:4,5-c’]dipyridines using the Piloty-Robinson reaction has been studied under various conditions. A novel method is proposed for the synthesis of the aromatic 3,6-diazacarbazole (5H-pyrrolo[3,2-c:4,5-c’]dipyridine) from 2,8-dibenzoyl-1,2,3,4,6,7,8,9-octahydro-5H-pyrrolo[3,2-c:4,5-c’]dipyridine obtained for the first time by the Piloty-Robinson method under thermal conditions. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Recommanded Product: 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Recommanded Product: 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Mild and selective boronic acid catalyzed 1,3-transposition of allylic alcohols and Meyer-Schuster rearrangement of propargylic alcohols was written by Zheng, Hongchao;Lejkowski, Michal;Hall, Dennis G.. And the article was included in Chemical Science in 2011.Category: piperidines This article mentions the following:

Boronic acid catalysis (BAC) was applied to the transposition of allylic alcs. and a related Meyer-Schuster rearrangement of propargylic alcs. using highly electron-deficient polyfluoroarylboronic acids as catalysts under mild metal-free conditions. A wide range of synthetically useful products was formed and the synthesis of the target compounds was achieved with E:Z selectivity superior to that of metal-catalyzed methods. A mechanism is proposed involving partial or full ionization into an allylic (or propargylic) carbocation and addnl. possibilities for multicatalytic tandem reactions are exemplified. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Category: piperidines).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Thioether acetamides as P3 binding elements for tetrahydropyrido-pyrazole cathepsin S inhibitors was written by Wiener, Danielle K.;Lee-Dutra, Alice;Bembenek, Scott;Nguyen, Steven;Thurmond, Robin L.;Sun, Siquan;Karlsson, Lars;Grice, Cheryl A.;Jones, Todd K.;Edwards, James P.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.SDS of cas: 58333-75-8 This article mentions the following:

A series of tetrahydropyrido-pyrazole cathepsin S (CatS) inhibitors with thioether acetamide functional groups were prepared with the goal of improving upon the cellular activity of amidoethylthioethers. This Letter describes altered amide connectivity, in conjunction with changes to other binding elements, resulting in improved potency, as well as increased knowledge of the relationship between this chemotype and human CatS activity. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8SDS of cas: 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.SDS of cas: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Crystallography-guided discovery of carbazole-based retinoic acid-related orphan receptor gamma-t (RORγt) modulators: insights into different protein behaviors with “short” and “long” inverse agonists was written by Yu, Ming-cheng;Yang, Feng;Ding, Xiao-yu;Sun, Nan-nan;Jiang, Zheng-yuan;Huang, Ya-fei;Yan, Yu-rong;Zhu, Chen;Xie, Qiong;Chen, Zhi-feng;Guo, Si-qi;Jiang, Hua-liang;Chen, Kai-xian;Luo, Cheng;Luo, Xiao-min;Chen, Shi-jie;Wang, Yong-hui. And the article was included in Acta Pharmacologica Sinica in 2021.Name: 1-(4-Hydroxypiperidin-1-yl)ethanone This article mentions the following:

A series of 6-substituted carbazole-based retinoic acid-related orphan receptor gamma-t (RORγt) modulators were discovered through 6-position modification guided by insights from the crystallog. profiles of the “short” inverse agonist 6. With the increase in the size of the 6-position substituents, the “short” inverse agonist 6 first reversed its function to agonists and then to “long” inverse agonists. The cocrystal structures of RORγt complexed with the representative “short” inverse agonist 6 (PDB: 6LOB), the agonist 7d (PDB: 6LOA) and the “long” inverse agonist 7h (PDB: 6LO9) were revealed by X-ray anal. However, minor differences were found in the binding modes of “short” inverse agonist 6 and “long” inverse agonist 7h. To further reveal the mol. mechanisms of different RORγt inverse agonists, we performed mol. dynamics simulations and found that “short” or “long” inverse agonists led to different behaviors of helixes H11, H11′, and H12 of RORγt. The “short” inverse agonist 6 destabilizes H11′ and dislocates H12, while the “long” inverse agonist 7h separates H11 and unwinds H12. The results indicate that the two types of inverse agonists may behave differently in downstream signaling, which may help identify novel inverse agonists with different regulatory mechanisms. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Name: 1-(4-Hydroxypiperidin-1-yl)ethanone).

1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Name: 1-(4-Hydroxypiperidin-1-yl)ethanone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of novel 1,3-thiazin-4-ones by acetylene diester cyclization and their anticancer activities was written by Anand, Selvam Athavan Alias;Loganathan, Chandrasekaran;Thomas, Nisha Susan;Saravanan, Kuppusamy;Alphonsa, Antony Therasa;Kabilan, Senthamaraikannan. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2016.Product Details of 33439-27-9 This article mentions the following:

A novel series of 1,3-thiazin-4-one derivatives containing a piperidyl ring I (R¹ = Ts, Boc; R² = H, Me; R³ = Me, Et), II (R¹ = Boc; R² = H, Me) were designed and synthesized efficiently by thioamide and acetylene diester cyclization reaction via aminolysis of the ester group and the elimination of an alc. mol. All the newly synthesized compounds were studied for their in vitro anticancer activity against human liver cancer cell lines Hep G2 using MTT assay. The IC₅₀ values of the tested compounds ranged between 7.48 +/- 0.71 and 56.57 +/- 1.37 μM. Further, the apoptosis evaluation by the mitochondrial membrane potential using JC-1 dye was carried out and the results are in good agreement with the cytotoxicity studies. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Product Details of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Product Details of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

A radical chlorodifluoromethylation protocol for late-stage difluoromethylation and its application to an oncology candidate was written by Meng, Depei;Li, Lingchun;Brown, Adam;Desrosiers, Jean-Nicolas;Duan, Shengquan;Hayward, Cheryl M.;He, Zhengbiao;Hu, Jinbo;Makowski, Teresa;Maloney, Mark;Monfette, Sebastien;Perfect, Hahdi;Piper, Jared L.;Zhou, Min;Widlicka, Daniel W.. And the article was included in Cell Reports Physical Science in 2021.Related Products of 651057-01-1 This article mentions the following:

An efficient radical chlorodifluoromethylation protocol with sodium chlorodifluoromethanesulfinate, which is complementary to the existing late-stage difluoromethylation strategies has been described. CF₂Cl radical is a suitable surrogate for accessing the CF₂H group while possessing completely different electronic properties compared to the CF₂H radical. This method is chemoselective and regioselective for the chlorodifluoromethylation of (hetero)arenes RH [R = 2,4,6-trimethylphenyl, 2,3-dihydro-1,4-benzodioxin-5-yl, 4-oxo-1H,4H,5H-pyrazolo[3,4-d]pyrimidin-3-yl, etc.] and electron-rich alkenes R¹C(=CH₂)OAc (R¹ = Ph, 2-naphthyl, 2-thienyl, etc.) and shows good functionality, tolerance, and generality on scope. The preparation of the sodium chlorodifluoromethanesulfinate is thoroughly investigated and can be scaled up to hundreds of kilograms. The method is successfully implemented on the synthesis of an oncol. candidate compound I. In the experiment, the researchers used many compounds, for example, 1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1Related Products of 651057-01-1).

1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Related Products of 651057-01-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem