HCID 86750537, compound → HCID 19968005, compound

HRID 975977Notes

Reaction equation

HRID 975977 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:36])[CH2:20][NH:21][C:22](=[O:35])[NH:23][C:24]2[CH:25]=[C:26]([CH2:30][C:31]([O:33]C)=[O:32])[CH:27]=[CH:28][CH:29]=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:36])[CH2:20][NH:21][C:22](=[O:35])[NH:23][C:24]2[CH:25]=[C:26]([CH2:30][C:31]([OH:33])=[O:32])[CH:27]=[CH:28][CH:29]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 86750537HCID 86750537, compound

Product 1

HCID 19968005HCID 19968005, compoundYield 44.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

By proceeding in a fashion similar to that described in Example 9, but starting from 0.46 g of methyl (2RS,5SR)-3-{3-{2-[2-(3-hydroxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetate in solution in 10 cm3 of methanol and 0.1 g of potassium hydroxide in solution in 2 cm3 of water, and after treatment and recrystallization in ethanol, 0.2 g of (2RS,5SR)-3-{3-{2-[2-(3-hydroxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetic acid, melting at 166° C., is obtained.

Workup

  1. custom0.1 g of potassium hydroxide in solution in 2 cm3 of water, and after treatment and recrystallization in ethanol

Sources & evidence

ORD record
ord-ab8f15e057974c58a212b106cfed0449
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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