Methanol → HCID 86751915, compound

HRID 725862Notes

Reaction equation

HRID 725862 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([NH:11][C:12](=[O:44])[NH:13][CH2:14][C:15]([N:17]2[CH:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:20]([C:28](=[O:36])[NH:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:19][CH:18]2[C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])=[O:16])[CH:8]=[CH:9][CH:10]=1)=[O:4].O.CO>[OH-].[K+]>[C:40]([O:39][C:37]([CH:18]1[CH2:19][CH:20]([C:28](=[O:36])[NH:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:21]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:17]1[C:15](=[O:16])[CH2:14][NH:13][C:12](=[O:44])[NH:11][C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=1)[C:3]([OH:4])=[O:2])=[O:38])([CH3:43])([CH3:41])[CH3:42]

Participants

5

Reactant 3

HCID 887MethanolHCID 962WaterHCID 86751916HCID 86751916, compound

Product 1

HCID 86751915HCID 86751915, compoundYield 14.1%

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 g of tert-butyl (2RS,4SR,5SR)-1-{2-[3-(3-(methoxycarbonyl)phenyl)ureido]acetyl}-5-phenyl-4-(phenylcarbamoyl)pyrrolidine-2-carboxylate in a mixture of 6.7 cm3 of a normal aqueous potassium hydroxide solution, 30 cm3 of distilled water and 120 cm3 of methanol. After treatment, there is obtained 0.55 g of (2RS,4SR,5SR)-3-{3-[2-(2-tert-butoxycarbonyl-5-phenyl-4-phenylcarbamoyl-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acid, melting at 160° C.

Sources & evidence

ORD record
ord-61b69cdac2af4ae38e55cd66886e284b
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

Loading…