Trifluoroacetic acid → (S)-1-benzylcarbamoyl-ethyl-ammonium trifluoro-acetate

HRID 1040530Notes

Reaction equation

HRID 1040530 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10](=[O:19])[NH:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:9])(C)(C)C.[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24]>ClCCl>[F:21][C:22]([F:27])([F:26])[C:23]([O-:25])=[O:24].[CH2:12]([NH:11][C:10]([C@@H:8]([NH3+:7])[CH3:9])=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 7201376((S)-1-benzylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

Product 1

HCID 86657593(S)-1-benzylcarbamoyl-ethyl-ammonium trifluoro-acetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ((S)-1-benzylcarbamoyl-ethyl)-carbamic acid tert-butyl ester (180 mg, 0.645 mmol) in dichloromethane (1.0 mL) was added trifluoroacetic acid (0.500 mL, 6.73 mmol). The reaction mixture was stirred for 4 h. The reaction mixture was then concentrated in vacuo to afford (S)-1-benzylcarbamoyl-ethyl-ammonium trifluoro-acetate, m/z 179.2 [M+1]+.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo

Sources & evidence

ORD record
ord-214fdae9d18640e09e4c574edec20820
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Reaction notes

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