Trifluoroacetic acid → 4-[(S)-2-Amino-4-(2H-tetrazol-5-yl)-butyryl]-piperazine-1-carboxylic acid butyl ester

HRID 1185523Notes

Reaction equation

HRID 1185523 reaction equation
[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:31])[C@@H:15]([NH:23]C(OC(C)(C)C)=O)[CH2:16][CH2:17][C:18]2[N:19]=[N:20][NH:21][N:22]=2)[CH2:10][CH2:9]1)=[O:7])[CH2:2][CH2:3][CH3:4].C(O)(C(F)(F)F)=O>ClCCl>[CH2:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14](=[O:31])[C@@H:15]([NH2:23])[CH2:16][CH2:17][C:18]2[N:22]=[N:21][NH:20][N:19]=2)[CH2:12][CH2:13]1)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 668550864-[(S)-2-tert-Butoxycarbonylamino-4-(2H-tetrazol-5-yl)-butyryl]-piperazine-1-carboxylic acid butyl ester

Product 1

HCID 668553394-[(S)-2-Amino-4-(2H-tetrazol-5-yl)-butyryl]-piperazine-1-carboxylic acid butyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 730 mg 4-[(S)-2-tert-butoxycarbonylamino-4-(2H-tetrazol-5-yl)-butyryl]-piperazine-1-carboxylic acid butyl ester in 10 ml dichloromethane were added 1.2 ml TFA. After 12 h stirring at RT the solvents were removed and the residue was codistilled twice with toluene. Yield: 900 mg.

Workup

  1. customwere removed

Sources & evidence

ORD record
ord-02a7cf2f96d24e2489a1a1d36650a090
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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