4-[(S)-3-(1-Benzyl-1H-[1,2,3]triazol-4-yl)-2-tert-butoxycarbonylamino-propionyl]-piperazine-1-carboxylic acid butyl ester → HCID 178452367, compound

HRID 1185573Notes

Reaction equation

HRID 1185573 reaction equation
[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:37])[C@@H:15]([NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:16][C:17]2[N:18]=[N:19][N:20](CC3C=CC=CC=3)[CH:21]=2)[CH2:10][CH2:9]1)=[O:7])[CH2:2][CH2:3][CH3:4]>CO.[OH-].[OH-].[Pd+2]>[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:37])[C@@H:15]([NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:16][C:17]2[N:18]=[N:19][NH:20][CH:21]=2)[CH2:10][CH2:9]1)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 685988914-[(S)-3-(1-Benzyl-1H-[1,2,3]triazol-4-yl)-2-tert-butoxycarbonylamino-propionyl]-piperazine-1-carboxylic acid butyl ester

Product 1

HCID 178452367HCID 178452367, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 9942167Palladium hydroxideSolvent

Procedure

Debenzylation of 4-[(S)-3-(1-Benzyl-1H-[1,2,3]triazol-4-yl)-2-tert-butoxycarbonylamino-propionyl]-piperazine-1-carboxylic acid butyl ester (1.14 g) was performed using the H-Cube® (Thales Nanotechnology). Parameters were chosen as follows: 0.05 M solution in MeOH, Pd(OH)2/C, 60° C., 30 bar. Yield: 739 mg colorless foam.

Sources & evidence

ORD record
ord-40ccfd49df95472ca22ad9cb62aa27ff
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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