Trifluoroacetic acid → 4-((R)-2-Amino-3-fluoro-propionyl)-piperazine-1-carboxylic acid ethyl ester

HRID 1185529Notes

Reaction equation

HRID 1185529 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:24])[C@@H:13]([NH:16]C(OC(C)(C)C)=O)[CH2:14][F:15])[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:24])[C@@H:13]([NH2:16])[CH2:14][F:15])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 686001074-((R)-2-tert-Butoxycarbonylamino-3-fluoro-propionyl)-piperazine-1-carboxylic acid ethyl ester

Product 1

HCID 668553184-((R)-2-Amino-3-fluoro-propionyl)-piperazine-1-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 160 mg 4-((R)-2-tert-Butoxycarbonylamino-3-fluoro-propionyl)-piperazine-1-carboxylic acid ethyl ester in 5 ml dichloromethane was added 1.0 ml TFA. After 12 h stirring at RT the solvents were removed and the residue was codistilled twice with toluene. Yield: 216 mg.

Workup

  1. customwere removed

Sources & evidence

ORD record
ord-283f69e112614254a4fca51bb2e6a17c
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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