Potassium Hydroxide → HCID 19709664, compound

HRID 725867Notes

Reaction equation

HRID 725867 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]([NH:12][C:13](=[O:43])[NH:14][CH2:15][C:16]([N:18]2[CH:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:21]([C:29]([N:31]3[CH2:35][CH2:34][CH2:33][CH2:32]3)=[O:30])[CH2:20][CH:19]2[C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])=[O:17])[CH:9]=[CH:10][CH:11]=1)=[O:5])C.[OH-].[K+]>O.CO>[C:39]([O:38][C:36]([CH:19]1[CH2:20][CH:21]([C:29]([N:31]2[CH2:32][CH2:33][CH2:34][CH2:35]2)=[O:30])[CH:22]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:18]1[C:16](=[O:17])[CH2:15][NH:14][C:13](=[O:43])[NH:12][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=1)[C:4]([OH:5])=[O:3])=[O:37])([CH3:42])([CH3:40])[CH3:41]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86751921HCID 86751921, compound

Product 1

HCID 19709664HCID 19709664, compoundYield 43.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A The reaction is carried out in a way analogous to that described in Example 3, but from 1.85 g of tert-butyl (2RS,4SR,5SR)-1-{2-[3-(3-(ethoxycarbonyl)phenyl)ureido]acetyl}-5-phenyl-4-(1-pyrrolidinylcarbonyl)pyrrolidine-2-carboxylate and 0.18 g of potassium hydroxide in a mixture of 20 cm3 of distilled water and 50 cm3 of methanol. After treatment, there is obtained 0.76 g of (2RS,4SR,5SR)-3-{3-[2-(2-tert-butoxycarbonyl-5-phenyl-4-(1-pyrrolidinylcarbonyl)-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acid [Rf =0.17; eluent: methylene chloride/methanol (97.5/2.5)].

Sources & evidence

ORD record
ord-f97f7fcf406a4720ad8cba28ec971728
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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