Trifluoroacetic acid → Z-Val-Pro-Val-Pro-OH

HRID 882697Notes

Reaction equation

HRID 882697 reaction equation
[NH:1]([C:34]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35])[C@H:2]([C:6]([N:8]1[CH2:33][CH2:32][CH2:31][C@H:9]1[C:10]([NH:12][C@H:13]([C:17]([N:19]1[CH2:30][CH2:29][CH2:28][C@H:20]1[C:21]([O:23]C(C)(C)C)=[O:22])=[O:18])[CH:14]([CH3:16])[CH3:15])=[O:11])=[O:7])[CH:3]([CH3:5])[CH3:4].FC(F)(F)C(O)=O>ClCCl>[NH:1]([C:34]([O:36][CH2:37][C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)=[O:35])[C@H:2]([C:6]([N:8]1[CH2:33][CH2:32][CH2:31][C@H:9]1[C:10]([NH:12][C@H:13]([C:17]([N:19]1[CH2:30][CH2:29][CH2:28][C@H:20]1[C:21]([OH:23])=[O:22])=[O:18])[CH:14]([CH3:16])[CH3:15])=[O:11])=[O:7])[CH:3]([CH3:4])[CH3:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131729873Z-Val-Pro-Val-Pro-OtBu

Product 1

HCID 131727672Z-Val-Pro-Val-Pro-OHYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of Z-Val-Pro-Val-Pro-OtBu [SEQ ID No: 9] (1.1 mmol) was treated with trifluoroacetic acid (2.76 mL, 3.58 mmol) in dichloromethane (4.85 mL), the reaction was stirred at room temperature for 3 h. Then, the solution was evaporated to dryness and the residue was lyophilized to give Y (84% yield).

Workup

  1. customThen, the solution was evaporated to dryness
  2. customto give Y (84% yield)

Sources & evidence

ORD record
ord-8d35f87a81c945129aca7186ba749bca
Source dataset
uspto-grants-2012_08
Patent number
US08236756B2

Reaction notes

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