Trifluoroacetic acid → 4-((S)-2-Amino-4-benzyloxy-butyryl)-piperazine-1-carboxylic acid ethyl ester

HRID 1970485Notes

Reaction equation

HRID 1970485 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:32])[C@@H:13]([NH:24]C(OC(C)(C)C)=O)[CH2:14][CH2:15][O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].C(O)(C(F)(F)F)=O>ClCCl>[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:32])[C@@H:13]([NH2:24])[CH2:14][CH2:15][O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 668557344-((S)-4-Benzyloxy-2-tert-butoxycarbonylamino-butyryl)-piperazine-1-carboxylic acid ethyl ester

Product 1

HCID 668563294-((S)-2-Amino-4-benzyloxy-butyryl)-piperazine-1-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.23 g 4-((S)-4-benzyloxy-2-tert-butoxycarbonylamino-butyryl)-piperazine-1-carboxylic acid ethyl ester in 7 ml dichloromethane were added 2 ml TFA. After stirring for 12 h and evaporation of the solvents the crude trifluoroacetate salt was obtained as colorless oil. Yield: 1.30 g.

Workup

  1. customevaporation of the solvents the crude trifluoroacetate salt
  2. customwas obtained as colorless oil

Sources & evidence

ORD record
ord-a68b60a4d4fb4c41b0177aaed2bef227
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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