HCID 131719908, compound → HCID 19968242, compound

HRID 975981Notes

Reaction equation

HRID 975981 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:12][CH2:11][CH:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:9]2[C:19](=[O:42])[CH2:20][NH:21][C:22](=[O:41])[NH:23][C:24]2[CH:29]=[CH:28][C:27]([CH2:30][C:31]([O:33]CC3C=CC=CC=3)=[O:32])=[CH:26][CH:25]=2)[CH:5]=[CH:6][CH:7]=1>CO>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:12][CH2:11][CH:10]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:9]2[C:19](=[O:42])[CH2:20][NH:21][C:22](=[O:41])[NH:23][C:24]2[CH:25]=[CH:26][C:27]([CH2:30][C:31]([OH:33])=[O:32])=[CH:28][CH:29]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 131719908HCID 131719908, compound

Product 1

HCID 19968242HCID 19968242, 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 1.8 g of benzyl (2RS,5SR)-4-{3-{2-[2-(3-hydroxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetate in solution in 30 cm3 of methanol and 0.27 g of potassium hydroxide in solution in 6 cm3 of water, and after treatment and crystallization in diethyl ether, 0.5 g of (2RS,5SR)-4-{3-{2-[2(3-hydroxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetic acid, melting at 260° C., is obtained.

Workup

  1. custom0.27 g of potassium hydroxide in solution in 6 cm3 of water, and after treatment and crystallization in diethyl ether

Sources & evidence

ORD record
ord-417e13c2f2c144dcb826fc253117a13e
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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