Methanol → HCID 19709630, compound

HRID 725870Notes

Reaction equation

HRID 725870 reaction equation
[C:1]([CH:4]1[CH:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:7]([C:15](=[O:31])[CH2:16][NH:17][C:18]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([O:29]C)=[O:28])[CH:22]=2)=[O:19])[CH:6]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:5]1)(=[O:3])[CH3:2].O.CO>[OH-].[K+]>[C:1]([CH:4]1[CH:8]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:7]([C:15](=[O:31])[CH2:16][NH:17][C:18](=[O:19])[NH:20][C:21]2[CH:22]=[C:23]([CH:24]=[CH:25][CH:26]=2)[C:27]([OH:29])=[O:28])[CH:6]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 962WaterHCID 86751927HCID 86751927, compound

Product 1

HCID 19709630HCID 19709630, compoundYield 23.5%

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 2.62 g of tert-butyl (2RS,4RS,5SR)-4-acetyl-1-{2-[3-(3-(methoxycarbonyl)phenyl)ureido]acetyl}-5-phenylpyrrolidine-2-carboxylate in a mixture of 5 cm3 of a normal aqueous potassium hydroxide solution, 25 cm3 of distilled water and 100 cm3 of methanol. After treatment, there is obtained 0.6 g of (2RS,4SR,5SR)-3-{3-[2-(4-acetyl-2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acid, melting at 145° C.

Sources & evidence

ORD record
ord-f390fe05779e45d0a99ea9361a1b1389
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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