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

HRID 1182671Notes

Reaction equation

HRID 1182671 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:24])[C@@H:13]([NH2:23])[CH2:14][CH2:15][C:16]([O:18]C(C)(C)C)=[O:17])[CH2:8][CH2:7]1)=[O:5])[CH3:2].[C:25]([OH:31])([C:27]([F:30])([F:29])[F:28])=[O:26]>C(Cl)Cl>[F:28][C:27]([F:30])([F:29])[C:25]([OH:31])=[O:26].[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][N:9]([C:12](=[O:24])[C@@H:13]([NH2:23])[CH2:14][CH2:15][C:16]([OH:18])=[O:17])[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66651766ethyl 4-[(2S)-2-amino-5-tert-butoxy-5-oxopentanoyl]piperazine-1-carboxylate

Product 1

HCID 667719554-((S)-2-Amino-4-carboxy-butyryl)-piperazine-1-carboxylic acid ethyl ester trifluoroacetate salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-((S)-2-amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester (0.8 g, prepared as described in WO2006114774) in CH2Cl2 (15 mL) was added TFA (15 mL) and the reaction mixture stirred for 2 h at RT. The solution was evaporated to dryness to give 0.9 g of the desired product as clear oil.

Workup

  1. customThe solution was evaporated to dryness

Sources & evidence

ORD record
ord-02d982387bfb4925a35fe8e398cd0776
Source dataset
uspto-grants-2014_03
Patent number
US08664203B2

Reaction notes

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