Methanol → HCID 86751912, compound

HRID 725860Notes

Reaction equation

HRID 725860 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:37])[NH:11][CH2:12][C:13]([N:15]2[CH:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:18]([C:26]([O:28]C)=[O:27])[CH2:17][CH:16]2[C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])=[O:14])[CH:6]=[CH:7][CH:8]=1.O.CO>[OH-].[K+]>[CH3:1][S:2][C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:37])[NH:11][CH2:12][C:13]([N:15]2[CH:19]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:18]([C:26]([OH:28])=[O:27])[CH2:17][CH:16]2[C:30]([O:32][C:33]([CH3:35])([CH3:34])[CH3:36])=[O:31])=[O:14])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 962WaterHCID 86751913HCID 86751913, compound

Product 1

HCID 86751912HCID 86751912, compoundYield 71.9%

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 1.5 g of 2-tert-butyl 4-methyl (2RS,4RS,5SR)-1-{2-[3-(3-(methylthio)phenyl)ureido]acetyl}-5-phenylpyrrolidine-2,4-dicarboxylate in a mixture of 2.8 cm3 of a normal aqueous potassium hydroxide solution, 15 cm3 of distilled water and 60 cm3 of methanol. After treatment, there are obtained 1.05 g of 2-tert-butyl hydrogen (2RS,4SR,5SR)-1-{2-[3-(3-(methylthio)phenyl)ureido]-acetyl}-5-phenylpyrrolidine-2,4-dicarboxylate, melting at 130° C.

Sources & evidence

ORD record
ord-8bf5a8f5da06420986a2e55d36a9bf48
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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