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134441-61-5

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134441-61-5 Usage

Description

(R)-1-N-BOC-2-HYDROXYMETHYLPIPERIDINE is a chemical compound with the molecular formula C13H24N2O4. It is a derivative of 2-hydroxymethylpiperidine, a versatile building block in organic synthesis. The BOC (tert-butyloxycarbonyl) group serves as a protecting group for amines, commonly used in organic chemistry to temporarily mask the reactivity of a functional group. (R)-1-N-BOC-2-HYDROXYMETHYLPIPERIDINE is characterized by its unique structure and reactivity, making it a valuable tool in the field of organic chemistry for the creation of complex molecules.

Uses

Used in Pharmaceutical Synthesis:
(R)-1-N-BOC-2-HYDROXYMETHYLPIPERIDINE is used as a key intermediate in the synthesis of various pharmaceuticals and biologically active molecules. Its presence in the molecular structure allows for the development of new drugs with potential therapeutic applications.
Used in Organic Chemistry Research:
In the field of organic chemistry, (R)-1-N-BOC-2-HYDROXYMETHYLPIPERIDINE is used as a reagent for creating complex molecules. Its unique structure and reactivity facilitate the synthesis of novel compounds with potential applications in various industries.
Used in Chemical Process Development:
(R)-1-N-BOC-2-HYDROXYMETHYLPIPERIDINE is utilized in the development of new chemical processes and methodologies. Its properties enable chemists to explore innovative approaches to synthesize target molecules with improved efficiency and selectivity.
Used in Medicinal Chemistry:
In medicinal chemistry, (R)-1-N-BOC-2-HYDROXYMETHYLPIPERIDINE is employed as a building block for the design and synthesis of new drug candidates. Its versatility allows for the creation of molecules with specific biological activities, contributing to the discovery of novel therapeutic agents.
Used in Biochemical Research:
(R)-1-N-BOC-2-HYDROXYMETHYLPIPERIDINE is also used in biochemical research to study the interactions between molecules and biological targets. Its unique structure provides insights into the molecular mechanisms underlying various biological processes and may lead to the development of new therapeutic strategies.

Check Digit Verification of cas no

The CAS Registry Mumber 134441-61-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,4,4,4 and 1 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 134441-61:
(8*1)+(7*3)+(6*4)+(5*4)+(4*4)+(3*1)+(2*6)+(1*1)=105
105 % 10 = 5
So 134441-61-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H21NO3/c1-11(2,3)15-10(14)12-7-5-4-6-9(12)8-13/h9,13H,4-8H2,1-3H3/t9-/m1/s1

134441-61-5Relevant articles and documents

Trapped in misbelief for almost 40 years: Selective synthesis of the four stereoisomers of mefloquine

Schuetzenmeister, Nina,Mueller, Michael,Reinscheid, Uwe M.,Griesinger, Christian,Leonov, Andrei

, p. 17584 - 17588 (2013)

Here we report the synthesis of all four stereoisomers of mefloquine. Mefloquine (Lariam) is an important anti-malaria drug that is applied as a racemate of the erythro form. However, the (-)-isomer induces psychosis, while the (+)-enantiomer does not have this undesired side effect. There are six syntheses of which five lead to the wrong enantiomer without the authors of these syntheses noting that they had synthesized the wrong compound. At the same time physical chemistry investigations had assigned the absolute configuration correctly and the last enantioselective synthesis that took these results into account delivered the correct absolute configuration. Since various synthetic approaches failed to provide the correct stereoisomers in previous syntheses, we submit here a synthetic approach with a domino Sonogashira-6π- electrocyclisation as key step that confirmed synthetically the correct absolute configuration of all four isomers. Five to four: A total synthesis that yields all four stereoisomers of the important antimalarial drug mefloquine (Lariam) has been developed. This five-step approach with a domino Sonogashira-6π- electrocyclisation as key step has confirmed synthetically the correct absolute configuration of all four isomers (see scheme).

X-ray Structure-Guided Discovery of a Potent, Orally Bioavailable, Dual Human Indoleamine/Tryptophan 2,3-Dioxygenase (hIDO/hTDO) Inhibitor That Shows Activity in a Mouse Model of Parkinson’s Disease

Ning, Xiang-Li,Li, Yu-Zhi,Huo, Cui,Deng, Ji,Gao, Cheng,Zhu, Kai-Rong,Wang, Miao,Wu, Yu-Xiang,Yu, Jun-Lin,Ren, Ya-Li,Luo, Zong-Yuan,Li, Gen,Chen, Yang,Wang, Si-Yao,Peng, Cheng,Yang, Ling-Ling,Wang, Zhou-Yu,Wu, Yong,Qian, Shan,Li, Guo-Bo

, p. 8303 - 8332 (2021/06/30)

Human indoleamine 2,3-dioxygenase 1 (hIDO1) and tryptophan 2,3-dioxygenase (hTDO) have been closely linked to the pathogenesis of Parkinson’s disease (PD); nevertheless, development of dual hIDO1 and hTDO inhibitors to evaluate their potential efficacy against PD is still lacking. Here, we report biochemical, biophysical, and computational analyses revealing that 1H-indazole-4-amines inhibit both hIDO1 and hTDO by a mechanism involving direct coordination with the heme ferrous and ferric states. Crystal structure-guided optimization led to23, which manifested IC50values of 0.64 and 0.04 μM to hIDO1 and hTDO, respectively, and had good pharmacokinetic properties and brain penetration in mice.23showed efficacy against the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced mouse motor coordination deficits, comparable to Madopar, an anti-PD medicine. Further studies revealed that different from Madopar,23likely has specific anti-PD mechanisms involving lowering IDO1 expression, alleviating dopaminergic neurodegeneration, reducing inflammatory cytokines and quinolinic acid in mouse brain, and increasing kynurenic acid in mouse blood.

Chiral disubstituted piperidinyl ureas: A class of dual diacylglycerol lipase-α and ABHD6 inhibitors

Deng, Hui,Van Der Wel, Tom,Van Den Berg, Richard J.B.H.N.,Van Den Nieuwendijk, Adrianus M.C.H.,Janssen, Freek J.,Baggelaar, Marc P.,Overkleeft, Hermen S.,Van Der Stelt, Mario

supporting information, p. 982 - 988 (2017/07/12)

Inhibitors of diacylglycerol lipases and α,β-hydrolase domain containing protein 6 (ABHD6) are potential leads for the development of therapeutic agents for metabolic and neurodegenerative disorders. Here, we report the enantioselective synthesis and structure activity relationships of triazole ureas featuring chiral, hydroxylated 2-benzylpiperidines as dual inhibitors of DAGLα and ABHD6. The chirality of the carbon bearing the C2 substituent, as well as the position of the hydroxyl (tolerated at C5, but not at C3) has profound influence on the inhibitory activity of both DAGLα and ABHD6, as established using biochemical assays and competitive activity-based protein profiling on mouse brain extracts.

Enantioselective syntheses of (R)-pipecolic acid, (2R,3R)-3-hydroxypipecolic acid, β-(+)-conhydrine and (-)-swainsonine using an aziridine derived common chiral synthon

Chavan, Subhash P.,Khairnar, Lalit B.,Pawar, Kailash P.,Chavan, Prakash N.,Kawale, Sanket A.

, p. 50580 - 50590 (2015/06/25)

Concise total syntheses of (R)-pipecolic acid, (R)-ethyl-6-oxopipecolate, (2R,3R)-3-hydroxypipecolic acid and formal syntheses of β-(+)-conhydrine, (-)-lentiginosine, (-)-swainsonine and 1,2-di-epi-swainsonine have been accomplished starting from a common chiral synthon. The present strategy employs regioselective aziridine ring opening, Wittig olefination and RCM as the key chemical transformations.

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