Month: February 2023

Cyanophosphate: an efficient intermediate for conversion of carbonyl compounds to nitriles was written by Yoneda, Ryuji;Harusawa, Shinya;Kurihara, Takushi. And the article was included in Tetrahedron Letters in 1989.Recommanded Product: 1-Benzylpiperidine-4-carbonitrile This article mentions the following:

A novel and high yield method is described for the conversion of saturated or unsaturated carbonyl compounds to nitriles via cyanophosphates by SmI₂ in the presence of Me₃COH. Thus, treatment of BzH with (EtO)₂P(O)CN and LiCl in THF afforded crude cyanophosphate PhCH(CN)OP(O)(OEt)₂, which on reaction with SmI₂ and Me₃COH in THF gave 85% PhCH₂CN. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4Recommanded Product: 1-Benzylpiperidine-4-carbonitrile).

1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4) 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. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 浼?glucosidase inhibitors. The former are analogs of DNJ with an improved 浼?glucosidase inhibitory profile than that of DNJ. Boisson et al.Recommanded Product: 1-Benzylpiperidine-4-carbonitrile

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthetic Approach toward Enantiopure Cyclic Sulfinamides was written by Jersovs, Glebs;Bojars, Matiss;Donets, Pavel A.;Suna, Edgars. And the article was included in Organic Letters in 2022.Application of 33439-27-9 This article mentions the following:

A synthetic approach toward densely substituted enantiopure cyclic sulfinamides possessing up to four consecutive stereogenic centers has been developed based on a completely diastereoselective SN₂‘ cyclization/tert-Bu cleavage sequence. Diastereospecific transformation of the obtained scaffold into chiral S^VI derivatives such as sulfoximines and sulfonimidamides is demonstrated. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. 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.Application of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Structure-activity relationship in the oxazolidinone-quinolone hybrid series: influence of the central spacer on the antibacterial activity and the mode of action was written by Hubschwerlen, Christian;Specklin, Jean-Luc;Baeschlin, Daniel K.;Borer, Yves;Haefeli, Sascha;Sigwalt, Christine;Schroeder, Susanne;Locher, Hans H.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2003.Synthetic Route of C13H17NO3 This article mentions the following:

Oxazolidinone-quinolone hybrids, which combine the pharmacophores of a quinolone and an oxazolidinone, were synthesized and shown to be active against a variety of susceptible and resistant Gram-pos. and Gram-neg. bacteria. The nature of the spacer greatly influences the antibacterial activity by directing the mode of action, that is quinolone- and/or oxazolidinone-like activity. The best compounds in this series have a balanced dual mode of action and overcome all types of resistance, including resistance to quinolones and linezolid, in clin. relevant Gram-pos. pathogens. In the experiment, the researchers used many compounds, for example, Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4Synthetic Route of C13H17NO3).

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) 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. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 浼?glucosidase inhibitors. The former are analogs of DNJ with an improved 浼?glucosidase inhibitory profile than that of DNJ. Boisson et al.Synthetic Route of C13H17NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis, pharmacological evaluation and QSAR modeling of mono-substituted 4-phenylpiperidines and 4-phenylpiperazines was written by Pettersson, Fredrik;Svensson, Peder;Waters, Susanna;Waters, Nicholas;Sonesson, Clas. And the article was included in European Journal of Medicinal Chemistry in 2013.Recommanded Product: 4-(2-Methoxyphenyl)piperidine This article mentions the following:

A series of mono-substituted 4-phenylpiperidines and -piperazines have been synthesized and their effects on the dopaminergic system tested in vivo. The structure activity relationship (SAR) revealed that the position and physicochem. character of the aromatic substituent proved to be critical for the levels of 3,4-dihydroxyphenylacetic acid (DOPAC) in the brain of freely moving rats. In order to investigate how the structural properties of these compounds affect the response, a set of tabulated and calculated physicochem. descriptors were modeled against the in vivo effects using partial least square (PLS) regression. Furthermore, the binding affinities to the dopamine D₂ (DA D₂) receptor and monoamine oxidase A (MAO A) enzyme were determined for a chosen subset and QSAR models using the same descriptors as in the in vivo model were produced to investigate the mechanisms leading to the observed DOPAC response. These models, in combination with a strong correlation between the levels of striatal DOPAC and the affinities to DA D₂ and MAO A, provide a comprehensive understanding of the biol. response for compounds in this class. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Recommanded Product: 4-(2-Methoxyphenyl)piperidine).

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. 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.Recommanded Product: 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Cobalt-Catalyzed Aerobic Oxidative Cleavage of Alkyl Aldehydes: Synthesis of Ketones, Esters, Amides, and 浼?Ketoamides was written by Li, Tingting;Hammond, Gerald B.;Xu, Bo. And the article was included in Chemistry – A European Journal in 2021.Safety of 1-Tosylpiperidin-4-one This article mentions the following:

A widely applicable approach was developed to synthesize ketones, esters, amides via the oxidative C-C bond cleavage of readily available alkyl aldehydes. Green and abundant mol. oxygen (O₂) was used as the oxidant, and base metals (cobalt and copper) were used as the catalysts. This strategy can be extended to the one-pot synthesis of ketones from primary alcs. and 浼?ketoamides from aldehydes. 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 has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. 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.Safety of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The 浼?tertiary amine motif drives remarkable selectivity for Pd-catalyzed carbonylation of 灏?methylene C-H bonds was written by Hogg, Kirsten F.;Trowbridge, Aaron;Alvarez-Perez, Andrea;Gaunt, Matthew J.. And the article was included in Chemical Science in 2017.SDS of cas: 33439-27-9 This article mentions the following:

The selective C-H carbonylation of methylene bonds in the presence of traditionally more reactive Me C-H and C(sp²)-H bonds in 浼?tertiary amines was reported. The exceptional selectivity was driven by the bulky 浼?tertiary amine motif, the hypothesis orientates the activating C-H bond proximal to Pd in order to avoid an unfavorable steric clash with a second 浼?tertiary amine on the Pd center, promoting preferential cyclopalladation at the methylene position. The reaction tolerated a range of structurally interesting and synthetically versatile functional groups, delivered the corresponding 灏?lactam products in good to excellent yields. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9SDS of cas: 33439-27-9).

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. 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.SDS of cas: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The Discovery and Optimization of a Novel Class of Potent, Selective, and Orally Bioavailable Anaplastic Lymphoma Kinase (ALK) Inhibitors with Potential Utility for the Treatment of Cancer was written by Lewis, Richard T.;Bode, Christiane M.;Choquette, Deborah M.;Potashman, Michele;Romero, Karina;Stellwagen, John C.;Teffera, Yohannes;Moore, Earl;Whittington, Douglas A.;Chen, Hao;Epstein, Linda F.;Emkey, Renee;Andrews, Paul S.;Yu, Violeta L.;Saffran, Douglas C.;Xu, Man;Drew, Allison;Merkel, Patricia;Szilvassy, Steven;Brake, Rachael L.. And the article was included in Journal of Medicinal Chemistry in 2012.SDS of cas: 892493-65-1 This article mentions the following:

A class of 2-acyliminobenzimidazoles has been developed as potent and selective inhibitors of anaplastic lymphoma kinase (ALK). Structure based design facilitated the rapid development of structure-activity relationships (SAR) and the optimization of kinase selectivity. Introduction of an optimally placed polar substituent was key to solving issues of metabolic stability and led to the development of potent, selective, orally bioavailable ALK inhibitors. Compound I [Ar = 3,5-F₂Ph] achieved substantial tumor regression in an NPM-ALK driven murine tumor xenograft model when dosed qd. Compound I [Ar = 3,5-F₂Ph, 4-FPh] show favorable potency and PK characteristics in preclin. species indicative of suitability for further development. In the experiment, the researchers used many compounds, for example, tert-Butyl piperidine-4-carboxylate hydrochloride (cas: 892493-65-1SDS of cas: 892493-65-1).

tert-Butyl piperidine-4-carboxylate hydrochloride (cas: 892493-65-1) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.SDS of cas: 892493-65-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Rhodium-Catalyzed Intermolecular Cyclopropanation of Benzofurans, Indoles, and Alkenes via Cyclopropene Ring Opening was written by Ross, Rachel J.;Jeyaseelan, Rubaishan;Lautens, Mark. And the article was included in Organic Letters in 2020.Quality Control of 1-Tosylpiperidin-4-one This article mentions the following:

The generation of metal carbenoids via ring opening of cyclopropenes by transition metals offers a simple entry into highly reactive intermediates. Herein, we describe a diastereoselective intermol. rhodium-catalyzed cyclopropanation of heterocycles and alkenes using cyclopropenes as carbene precursors with a low loading of a com. available rhodium catalyst. The reported method is scalable and could be performed with catalyst loadings as low as 0.2 mol %, with no impact to the reaction yield or selectivity. 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. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives bearing a masked aldehyde function in the 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Quality Control of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Direct access to the optically active VAChT inhibitor vesamicol and its analogues via the asymmetric aminolysis of meso-epoxides with secondary aliphatic amines was written by Sharma, Arun;Agarwal, Jyoti;Peddinti, Rama Krishna. And the article was included in Organic & Biomolecular Chemistry in 2017.Electric Literature of C12H17NO This article mentions the following:

First highly of biol. important vesamicol, benzovesamicol, and their derivatives was achieved via the desymmetrization of meso-epoxides with secondary aliphatic amines (4-phenylpiperidine derivatives) using a chiral [salenCo(III)-BF₄] catalyst at room temperature All products were obtained in good yield and with excellent optical induction. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Electric Literature of C12H17NO).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Electric Literature of C12H17NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

syn-Selective alkylarylation of terminal alkynes via the combination of photoredox and nickel catalysis was written by Guo, Lei;Song, Fan;Zhu, Shengqing;Li, Huan;Chu, Lingling. And the article was included in Nature Communications in 2018.Recommanded Product: 406235-30-1 This article mentions the following:

An intermol., regio- and syn-stereoselective alkylarylation of terminal alkynes with tertiary alkyl oxalates via photoredox-Ni dual catalysis was described. This catalytic protocol, synergistically combining Ir/Ni-catalyzed alkyne difunctionalization with photoinduced alkene isomerization, afforded trisubstituted alkenes, e.g., I with excellent efficiency and syn-stereoselectivity. The mild conditions tolerated many functional groups, allowing for a broad scope with respect to terminal alkynes, aryl bromides, and alkyl oxalates. In the experiment, the researchers used many compounds, for example, 1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1Recommanded Product: 406235-30-1).

1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Recommanded Product: 406235-30-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem