HCID 131719914, compound → HCID 19967952, compound

HRID 976005Notes

Reaction equation

HRID 976005 reaction equation
C([O:8][C:9]([C:11]1[CH:12]=[C:13]([NH:17][C:18](=[O:41])[NH:19][CH2:20][C:21]([N:23]2[CH:34]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][N:36]=3)[CH2:33][CH2:32][CH:24]2[C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])=[O:22])[CH:14]=[CH:15][CH:16]=1)=[O:10])C1C=CC=CC=1>CO.[OH-].[K+]>[C:28]([O:27][C:25]([CH:24]1[CH2:32][CH2:33][CH:34]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][N:36]=2)[N:23]1[C:21](=[O:22])[CH2:20][NH:19][C:18](=[O:41])[NH:17][C:13]1[CH:12]=[C:11]([CH:16]=[CH:15][CH:14]=1)[C:9]([OH:10])=[O:8])=[O:26])([CH3:31])([CH3:29])[CH3:30]

Participants

4

Reactant 1

HCID 131719914HCID 131719914, compound

Product 1

HCID 19967952HCID 19967952, compoundYield 36.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

The operation is carried out in a fashion similar to that described in Example 9, but starting from 0.55 g of tert-butyl (2RS,5SR)-1-{2-[3-(3-benzyloxycarbonylphenyl)-ureido]acetyl}-5-(2-pyridyl)prolinate in solution in 20 cm3 of methanol and 10 cm3 of 0.1N aqueous potassium hydroxide solution. After treatment, 0.17 g of (2RS,5SR)-3-{3-[2-(2-tert-butoxycarbonyl-5-(2-pyridyl)-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acid, melting at 174° C., is obtained.

Sources & evidence

ORD record
ord-eb001c8e748b48acb50c81946a276e24
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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