Benzylamine → HCID 86641242, compound

HRID 2195602Notes

Reaction equation

[C:1]([O:5][C:6]([O:8][NH:9][C@H:10]1[CH2:15][CH2:14][CH2:13][NH:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:16](N)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([N:12]1[CH2:13][CH2:14][CH2:15][C@H:10]([NH:9][O:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:11]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

Reactant 2

HCID 7504Benzylamine

HCID 86641243HCID 86641243, compound

Product 1

HCID 86641242HCID 86641242, compound

Procedure

a method, wherein the amino group of L-aspartic acid is protected, the carboxy group is reduced, the resulting hydroxyl group is converted into a leaving group, the resultant is reacted with ammonia to produce (S)-3-(tert-butoxycarbonyloxyamino) piperidine, the piperidine is reacted with benzylamine instead of ammonia to obtain (S)-1-benzyl-3-(tert-butoxycarbonyloxyamino) piperidine, and deprotection is carried out using trifluoroacetic acid to produce (S)-1-benzyl-3-aminopiperidine (Non-patent Document 3).

Sources & evidence

ORD record: ord-61bf8672dbbd4ace970e727f0372a7ae
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338142B2

Reaction notes

Loading…