Trifluoroacetic acid → Trifluoroacetic acid

HRID 1481029Notes

Reaction equation

HRID 1481029 reaction equation
[C:1]([C@@:8]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH2:12][NH2:13])C(O)=O)([O:3]C(C)(C)C)=[O:2].[C:21]([OH:27])([C:23]([F:26])([F:25])[F:24])=[O:22]>C(Cl)Cl>[NH2:13][CH2:12][C@H:8]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:1]([OH:3])=[O:2].[C:21]([OH:27])([C:23]([F:26])([F:25])[F:24])=[O:22]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89812834HCID 89812834, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 11252327(S)-3-Amino-2-benzylpropanoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Boc-(S)-3-amino-2-benzylpropionic acid (105 mg, 0.38 mmol, PepTech) was dissolved in TFA (4 mL) and CH2Cl2 (4 mL). The resulting mixture was stirred at room temperature for 3 hours. The volatiles were removed in vacuo and the residue was dissolved again in CH2Cl2 (4 mL). The volatiles were removed again in vacuo to give the title compound as its TFA salt, which was used in the subsequent step without further purification.

Workup

  1. customThe volatiles were removed in vacuo
  2. dissolutionthe residue was dissolved again in CH2Cl2 (4 mL)
  3. customThe volatiles were removed again in vacuo

Sources & evidence

ORD record
ord-1a48349f2f8442b1a4831d310df84154
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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