Potassium Hydroxide → HCID 19968034, compound

HRID 975945Notes

Reaction equation

HRID 975945 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:38])[CH2:20][NH:21][C:22](=[O:37])[NH:23][C:24]1[CH:25]=[C:26]([CH:34]=[CH:35][CH:36]=1)[O:27][CH2:28][C:29]([O:31]CC)=[O:30])=[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:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:9]1[C:19](=[O:38])[CH2:20][NH:21][C:22](=[O:37])[NH:23][C:24]1[CH:25]=[C:26]([CH:34]=[CH:35][CH:36]=1)[O:27][CH2:28][C:29]([OH:31])=[O:30])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86750517HCID 86750517, compound

Product 1

HCID 19968034HCID 19968034, compoundYield 40%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

By proceeding in a fashion similar to that described in Example 9, but starting from 3.7 g of ethyl (2RS,5SR)-3-{3-[2-(2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}phenoxyacetate in solution in 80 cm3 of methanol and 0.4 g of potassium hydroxide dissolved in 40 cm3 of water. After treatment and recrystallization in isopropyl acetate, 1.4 g of (2RS,5SR)-3-{3-[2-(2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}phenoxyacetic acid, melting at 192° C., are obtained.

Workup

  1. customAfter treatment and recrystallization in isopropyl acetate

Sources & evidence

ORD record
ord-47dc30b3fb35402d85bad77cf96559eb
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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