139004-92-5

Basic information

• Product Name: (S)-N-benzyl-2-aminomethylpiperidine
• Synonyms: (S)-N-benzyl-2-aminomethylpiperidine
• CAS NO: 139004-92-5
• Molecular Weight: 204.315
• Mol File: 139004-92-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-N-benzyl-2-aminomethylpiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-benzyl-2-aminomethylpiperidine(139004-92-5)
• EPA Substance Registry System: (S)-N-benzyl-2-aminomethylpiperidine(139004-92-5)

Safety Data

• Hazardous Substances Data: 139004-92-5(Hazardous Substances Data)

Upstream product

• 189069-80-5 (S)-N-benzyl-piperidine-2-carboxamide 
• 3105-95-1 pipecolinic acid 
• 19889-77-1 (2S)-2-piperidinecarboxamide 
• 18650-39-0 (S)-methyl pipecolinate hydrochloride 
• 210533-36-1 Trifluoro-methanesulfonic acid (R)-5-bromo-1-cyano-pentyl ester 
• 100-46-9 benzylamine 
• 164472-77-9 (R)-5-bromo-1-cyanopentyl alcohol 
• 210533-39-4 (S)-1-benzyl-2-cyanopiperidine 
• 139004-91-4 (S)-1-Benzyl-piperidine-2-carboxylic acid amide 

Downstream Products

• 139004-93-6 (S)-tert-butyl (piperidin-2-ylmethyl)carbamate 
• 139004-98-1 {(S)-5-[((S)-1-Benzyl-piperidin-2-ylmethyl)-carbamoyl]-5-tert-butoxycarbonylamino-pentyl}-carbamic acid tert-butyl ester 

Relevant articles and documents

Chemoenzymatic synthesis of (S)-2-cyanopiperidine, a key intermediate in the route to (S)-pipecolic acid and 2-substituted piperidine alkaloids

The preparation of (S)-2-cyanopiperidine 4 provides a new access to 2- substituted piperidines. This synthesis is based on an enantioselective (R)- oxynitrilase-catalyzed reaction for the preparation of (R)-(+)-6-bromo-2- hydroxyhexanenitrile 1 and the subsequent cyclization of this compound to yield the piperidine ring. The utilization of 4 as the starting material for the synthesis of (S)-2-aminomethylpiperidine 6, (R)-(-)-coniine 10 and (S)- (-)pipecolic acid 13 is also described.

Synthesis of (D)- And (L)-forms of differentially protected 2-piperidinemethanamine

(D)- and (L)-isomers of pipecolic acid were converted into (D)- and (L)-2-piperidinemethanamine using an efficient sequence. The amino groups were selectively protected for further functionalization.