Methanol → HCID 86751937, compound

HRID 725882Notes

Reaction equation

HRID 725882 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]([NH:12][C:13](=[O:44])[NH:14][CH2:15][C:16]([N:18]2[CH:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[F:29])[CH:21]([C:30](=[O:36])[NH:31][CH2:32][CH:33]([CH3:35])[CH3:34])[CH2:20][CH:19]2[C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])=[O:17])[CH:9]=[CH:10][CH:11]=1)=[O:5])C.O.CO>[OH-].[K+]>[C:40]([O:39][C:37]([CH:19]1[CH2:20][CH:21]([C:30](=[O:36])[NH:31][CH2:32][CH:33]([CH3:35])[CH3:34])[CH:22]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])[N:18]1[C:16](=[O:17])[CH2:15][NH:14][C:13](=[O:44])[NH:12][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=1)[C:4]([OH:5])=[O:3])=[O:38])([CH3:42])([CH3:43])[CH3:41]

Participants

5

Reactant 3

HCID 887MethanolHCID 962WaterHCID 86751938HCID 86751938, compound

Product 1

HCID 86751937HCID 86751937, compoundYield 16.2%

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

A The reaction is carried out in a way analogous to that described in Example 3, but from 4.2 g of tert-butyl (2RS,4SR,5SR)-1-{2-[3-(3-(ethoxycarbonyl)phenyl)ureido]acetyl}-5-(2-fluorophenyl)-4-(isobutylcarbamoyl)pyrrolidine-2-carboxylate in a mixture of 6.8 cm3 of a normal aqueous potassium hydroxide solution, 30 cm3 of distilled water and 140 cm3 of methanol. After treatment, there is obtained 0.65 g of (2RS,4SR,5SR)-3-{3-[2-(2-tert-butoxycarbonyl-5-(2-fluorophenyl)-4-isobutylcarbamoyl-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acid, melting at 160° C.

Sources & evidence

ORD record
ord-ba71225b6c524993944e0d6bd05219e0
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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