Trifluoroacetic acid → N-[1,1-dimethoxycarbonyl-4-oxo-4-(2-thienyl)butyl]-L-alanyl-L-proline trifluoroacetate

HRID 370848

Reaction equation

HRID 370848 reaction equation
C([O:5][C:6](=[O:35])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:34])[C@H:13]([CH3:33])[NH:14][C:15]([C:29]([O:31][CH3:32])=[O:30])([C:25]([O:27][CH3:28])=[O:26])[CH2:16][CH2:17][C:18](=[O:24])[C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)(C)(C)C.[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39]>>[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].[CH3:32][O:31][C:29]([C:15]([NH:14][C@H:13]([C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C@H:7]1[C:6]([OH:35])=[O:5])=[O:34])[CH3:33])([C:25]([O:27][CH3:28])=[O:26])[CH2:16][CH2:17][C:18](=[O:24])[C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)=[O:30]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70443263N-[1,1-dimethoxycarbonyl-4-oxo-4-(2-thienyl)butyl]-L-alanyl-L-proline t-butyl ester

Product 1

HCID 70443432N-[1,1-dimethoxycarbonyl-4-oxo-4-(2-thienyl)butyl]-L-alanyl-L-proline trifluoroacetate

Procedure

A mixture of N-[1,1-dimethoxycarbonyl-4-oxo-4-(2-thienyl)butyl]-L-alanyl-L-proline t-butyl ester (Example 31; 1.5 g.) and trifluoroacetic acid (20 ml.) was kept at laboratory temperature for 2 hours and then evaporated to dryness under reduced pressure at less than 30° C., using toluene as described in Example 20. There was thus obtained as an oil N-[1,1-dimethoxycarbonyl-4-oxo-4-(2-thienyl)butyl]-L-alanyl-L-proline trifluoroacetate.

Workup

  1. customevaporated to dryness under reduced pressure at less than 30° C.

Sources & evidence

ORD record
ord-e3fc204a01a2451e899de03e7dacaae9
Source dataset
uspto-grants-1985_07
Patent number
US04528282

Linked notes

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