HCID 86750541, compound → HCID 19968050, compound

HRID 975984Notes

Reaction equation

HRID 975984 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[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:36])[CH2:20][NH:21][C:22](=[O:35])[NH:23][C:24]1[CH:25]=[C:26]([CH2:30][C:31]([O:33]C)=[O:32])[CH:27]=[CH:28][CH:29]=1>CO>[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[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:36])[CH2:20][NH:21][C:22](=[O:35])[NH:23][C:24]1[CH:25]=[C:26]([CH2:30][C:31]([OH:33])=[O:32])[CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 1

HCID 86750541HCID 86750541, compound

Product 1

HCID 19968050HCID 19968050, compoundYield 33.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

By proceeding in a fashion similar to that described in Example 9, but starting from 1.4 g of methyl (2RS,5SR)-3-{3-{2-[2-(2-hydroxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetate in 30 cm3 of solution in methanol and 0.49 g of potassium hydroxide in solution in 6 cm3 of water, and after treatment and recrystallization in diisopropyl ether, 0.45 g of (2RS,5SR)-3-{3-{2-[2-(2-hydroxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetic acid, melting at about 165° C., is obtained.

Workup

  1. custom0.49 g of potassium hydroxide in solution in 6 cm3 of water, and after treatment and recrystallization in diisopropyl ether

Sources & evidence

ORD record
ord-2ea4e474a29e4611987949ee37e8690d
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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