Potassium Hydroxide → HCID 19967956, compound

HRID 975946Notes

Reaction equation

HRID 975946 reaction equation
[C:1]([O:5][C:6]([CH:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:9]1[C:19](=[O:37])[CH2:20][NH:21][C:22](=[O:36])[NH:23][C:24]1[CH:34]=[C:28]([C:29]([O:31]CC)=[O:30])[C:27]([OH:35])=[CH:26][CH:25]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+]>CO.O>[C:1]([O:5][C:6]([CH:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:9]1[C:19](=[O:37])[CH2:20][NH:21][C:22](=[O:36])[NH:23][C:24]1[CH:34]=[C:28]([C:29]([OH:31])=[O:30])[C:27]([OH:35])=[CH:26][CH:25]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86750519HCID 86750519, compound

Product 1

HCID 19967956HCID 19967956, compoundYield 51.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

By proceeding in a fashion similar to that described in Example 9, but starting from 4.7 g of ethyl (2RS,5SR)-5-{3-[2-(2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}salicylate in solution in 80 cm3 of methanol and 1.04 g of potassium hydroxide dissolved in 40 cm3 of water and after treatment, 2.3 g of (2RS,5SR)-5-{3-[2-(2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}salicylic acid, melting at 190° C., are obtained.

Sources & evidence

ORD record
ord-e8ad468d855f4faba79a264af477e032
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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