454713-13-4

Basic information

• Product Name: (S)-1-BENZYL-3-N-BOC-AMINOPIPERIDINE
• Synonyms: (S)-1-BENZYL-3-N-BOC-AMINOPIPERIDINE;(S)-(1-BENZYL-PIPERIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER;(R)-3-(BOC-AMINO)-1-BENZYL-PIPERIDINE;(R)-tert-butyl 1-benzylpiperidin-3-ylcarbamate;tert-butyl N-[(3R)-1-benzylpiperidin-3-yl]carbaMate;Carbamic acid, [(3R)-1-(phenylmethyl)-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI);tert-Butyl (R)-(1-benzylpiperidin-3-yl)carbamate
• CAS NO: 454713-13-4
• Molecular Formula: C₁₇H₂₆N₂O₂
• Molecular Weight: 290.4
• Mol File: 454713-13-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 400.9 °C at 760 mmHg
• Flash Point: 196.2 °C
• Appearance: /
• Density: 1.07 g/cm³
• Vapor Pressure: 1.23E-06mmHg at 25°C
• Refractive Index: 1.542
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 12.31±0.20(Predicted)
• CAS DataBase Reference: (S)-1-BENZYL-3-N-BOC-AMINOPIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-BENZYL-3-N-BOC-AMINOPIPERIDINE(454713-13-4)
• EPA Substance Registry System: (S)-1-BENZYL-3-N-BOC-AMINOPIPERIDINE(454713-13-4)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 454713-13-4(Hazardous Substances Data)

Usage

General Description

"(S)-1-Benzyl-3-N-Boc-aminopiperidine" is a chemical compound often used in scientific and biochemical research. It is characterized as an N-Boc-protected derivative compound, which are often synthetized in discovery procedures related to therapeutic drugs. "(S)-1-Benzyl-3-N-Boc-aminopiperidine" is mainly used as a reagent or an intermediate in organic synthesis for drug discovery because of its utility in the synthesis of complex molecules. As a laboratory chemical, it requires the appropriate handling and safety procedures to avoid potential risks and hazards.

InChI:InChI=1/C17H26N2O2/c1-17(2,3)21-16(20)18-15-10-7-11-19(13-15)12-14-8-5-4-6-9-14/h4-6,8-9,15H,7,10-13H2,1-3H3,(H,18,20)/t15-/m1/s1

Upstream product

• 309956-78-3 (R)-piperidin-3-ylcarbamic acid tert-butyl ester 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 
• 56700-70-0 3-(tert-butoxycarbonylamino)pyridine 
• 1415146-39-2 N-benzyl-3-((tert-butoxycarbonyl)amino)pyridinium bromide 
• 6893-26-1 D-Glutamic acid 
• 34404-28-9 N-[(1,1-dimethylethoxy)carbonyl]-D-glutamic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 62-53-3 aniline 
• 397246-12-7 tert-butyl N-[(2R)-1,5-dihydroxypentan-2-yl]carbamate 
• 168466-84-0 (3R)-1-benzyl-3-aminopiperidine 
• 71962-74-8 Ethyl nipecotate 
• 163343-71-3 (R)-piperidine-3-carboxylic acid ethyl ester*l-tartaric acid 
• 245529-50-4 (R)-1-benzylpiperidine-3-carboxylic acid ethyl ester 

Downstream Products

• 309956-78-3 (R)-piperidin-3-ylcarbamic acid tert-butyl ester 
• 1374239-07-2 (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone 
• 1354011-07-6 (R)-1-benzyl-N-methylpiperidine-3-amine 
• 1374241-88-9 N-(1-benzylpiperidin-3-yl)-N-methyl-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 1374241-90-3 (R)-N-methyl-N-(piperidin-3-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 1374241-92-5 (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone 
• 1374239-08-3 (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone 

Relevant articles and documents

Synthesis method of chiral 3-aminopiperidine and derivatives of 3-aminopiperidine

The invention relates to a synthesis method of chiral 3-aminopiperidine and derivatives of 3-aminopiperidine. According to the synthesis method, R (or S)-piperidine-3-ethyl formate-L (or D)-tartrate is subjected to a hydrazinolysis reaction after being subjected to benzyl protection, and R or S-1-benzyl-3-aminopiperidine is obtained through azidation and Curtius rearrangement. R or S-1-benzyl-3-aminopiperidine is subjected to debenzylation, R or S-3-aminopiperidine can be obtained, R or S-1-benzyl-3-aminopiperidine is subjected to 3-t-butyloxycarboryl protection and debenzylation in sequence,R or S-(3-t-butyloxycarborylamino) piperidine can be obtained, and corresponding salts of R or S-3-aminopiperidine can be obtained through hydrolyzing deprotection of R or S-(3-t-butyloxycarborylamino) piperidine under the acidic condition. The synthesis method of chiral 3-aminopiperidine and the derivatives of 3-aminopiperidine is low in cost, facilitates industrialization and has high optical purity.

Asymmetric Hydrogenation of 3-Substituted Pyridinium Salts

The use of an equivalent amount of an organic base leads to high enantiomeric excess in the asymmetric hydrogenation of N-benzylated 3-substituted pyridinium salts into the corresponding piperidines. Indeed, in the presence of Et3N, a Rh-JosiPhos catalyst reduced a range of pyridinium salts with ee values up to 90 %. The role of the base was elucidated with a mechanistic study involving the isolation of the various reaction intermediates and isotopic labeling experiments. Additionally, this study provided some evidence for an enantiodetermining step involving a dihydropyridine intermediate.

HETEROCYCLIC TYROSINE KINASE INHIBITORS

The present invention provides compounds useful as inhibitors of Tec family kinases, compositions thereof, and methods of using the same. In certain embodiments, the present invention provides pharmaceutical formulations comprising provided compounds. In certain embodiments, the present invention provides a method of decreasing enzymatic activity of a Tec kinase family member. In some embodiments, such methods include contacting a Tec kinase family member with an effective amount of a Tec kinase family member inhibitor. In certain embodiments, the present invention provides a method of treating a disorder responsive to Tec kinase family inhibition in a subject in need thereof.