Trifluoroacetic acid → HCID 69951124, compound

HRID 1979213Notes

Reaction equation

HRID 1979213 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([C:14]([N:16]([CH2:42][CH:43]([CH3:45])[CH3:44])[NH:17][C:18](=[O:41])[C@@H:19]([CH:24]([C:34]([O:36]C(C)(C)C)=[O:35])[CH2:25][CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:20][CH:21]([CH3:23])[CH3:22])=[O:15])[CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([C:14]([N:16]([CH2:42][CH:43]([CH3:45])[CH3:44])[NH:17][C:18](=[O:41])[C@@H:19]([CH:24]([C:34]([OH:36])=[O:35])[CH2:25][CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:20][CH:21]([CH3:23])[CH3:22])=[O:15])[CH3:13])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86756906HCID 86756906, compound

Product 1

HCID 69951124HCID 69951124, compoundYield 113.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.26 g of 2′-(N-benzyloxycarbonyl-D-alanyl)-2(R)-[1(RS)-(tert.-butoxycarbonyl)-4-phenylbutyl]-2′-isobutyl-4-methylvalerohydrazide in 5 ml dichloromethane was treated with 5 ml of trifluoroacetic acid and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated to give 1.30 g of 2′-(N-benzyloxycarbonyl-D-alanyl)-2(R)-[1(RS)-(carboxy)-4-phenylbutyl]-2′-isobutyl-4-methylvalerohydrazide in the form of a pale yellow foam.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-a46d077c71724727833cacdc71faab7f
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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