Trifluoroacetic acid → HCID 9828699, compound

HRID 352713Notes

Reaction equation

HRID 352713 reaction equation
C([O:5][C:6](=[O:43])[CH2:7][C@H:8]([NH:12][C:13]([C:15]1([CH2:35][O:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[O:19][N:18]=[C:17]([C@@H:20]([NH:24][C:25]([O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:26])[CH:21]([CH3:23])[CH3:22])[CH2:16]1)=[O:14])[C:9](=[O:11])[CH3:10])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:28]([O:27][C:25]([NH:24][C@H:20]([C:17]1[CH2:16][C:15]([CH2:35][O:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)([C:13]([NH:12][C@H:8]([C:9](=[O:11])[CH3:10])[CH2:7][C:6]([OH:43])=[O:5])=[O:14])[O:19][N:18]=1)[CH:21]([CH3:22])[CH3:23])=[O:26])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69837990HCID 69837990, compound

Product 1

HCID 9828699HCID 9828699, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (3S)-3-{3-[(1S)-1-phenylmethyloxycarbonylamino-2-methyl-propyl]-5-phenoxymethyl-4,5-dihydro-isoxazole-5-carbonyl-amino}-4-keto-pentanoic acid t-butyl ester (less polar diastereomer) (44 mg) in CH2Cl2 (2 mL) at 0° C. was treated with TFA (1 mL). The reaction mixture was stirred for 2 h while slowly warming to room temperature. Concentration gave the title compound (compound 10, quantitative).

Workup

  1. concentrationConcentration

Sources & evidence

ORD record
ord-36c6137e5942420ca0c39560eb99e12f
Source dataset
uspto-grants-2004_06
Patent number
US06747050B1

Reaction notes

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