Potassium Hydroxide → HCID 19709659, compound

HRID 725881Notes

Reaction equation

HRID 725881 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[N:12]([C:13](=[O:30])[CH2:14][NH:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][C:26]([O:28]C)=[O:27])[CH:20]=2)=[O:17])[CH:11]([C:31](=[O:37])[NH:32][CH2:33][CH:34]([CH3:36])[CH3:35])[CH2:10][CH:9]1[C:38]([O:40]C)=[O:39].[OH-].[K+]>O.CO>[C:26]([CH2:25][C:21]1[CH:20]=[C:19]([NH:18][C:16](=[O:17])[NH:15][CH2:14][C:13]([N:12]2[CH:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])[CH:9]([C:38]([OH:40])=[O:39])[CH2:10][CH:11]2[C:31](=[O:37])[NH:32][CH2:33][CH:34]([CH3:36])[CH3:35])=[O:30])[CH:24]=[CH:23][CH:22]=1)([OH:28])=[O:27]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86751936HCID 86751936, compound

Product 1

HCID 19709659HCID 19709659, compoundYield 54%

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 3.7 g of methyl (2RS,4RS,5SR)-5-(2-fluorophenyl)-2-isobutylcarbamoyl-1-{2-[3-(3-(methoxycarbonylmethyl)phenyl)ureido]acetyl}pyrrolidine-4-carboxylate and 0.56 g of potassium hydroxide in a mixture of 20 cm3 of distilled water and 60 cm3 of methanol. After treatment, there are obtained 1.9 g of (2RS,4SR,5SR)-1-{2-[3-(3-(carboxymethyl)phenyl)ureido]acetyl}-5-(2-fluorophenyl)-2-(isobutylcarbamoyl)pyrrolidine-4-carboxylic acid Rf =0.155 eluant: methylene chloride/methanol (90/10)].

Sources & evidence

ORD record
ord-39f8336ed1904750b24dd0d1d2455937
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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