Sodium Hydroxide → sodium (2S)-2-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzoylamino}-3-phenylpropionate

HRID 2305226Notes

Reaction equation

HRID 2305226 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[CH:19]([CH2:24][C:25]4[CH:26]=[C:27]([CH:42]=[CH:43][CH:44]=4)[C:28]([NH:30][C@@H:31]([CH2:35][C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:32]([OH:34])=[O:33])=[O:29])[CH2:20][CH2:21][CH2:22][CH:23]=3)[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+:46]>CO>[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[CH:19]([CH2:24][C:25]4[CH:26]=[C:27]([CH:42]=[CH:43][CH:44]=4)[C:28]([NH:30][C@@H:31]([CH2:35][C:36]4[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=4)[C:32]([O-:34])=[O:33])=[O:29])[CH2:20][CH2:21][CH2:22][CH:23]=3)[O:10][C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1.[Na+:46]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57146223(2S)-2-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}-benzoylamino}-3-phenylpropionic acid

Product 1

HCID 86758477sodium (2S)-2-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzoylamino}-3-phenylpropionateYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (2S)-2-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl)methyl}benzoylamino}-3-phenylpropionic acid (85.4 mg, 0.147 mmol) in MeOH (3 ml) was added 1N sodium hydroxide (0.147 ml, 0.147 mmol) at 5° C . The reaction mixture was stirred at the same temperature for 30 minutes, and evaporated in vacuo. To the residue was added ethyl ether, and the resulting solid was collected by filtration to give sodium (2S)-2-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzoylamino}-3-phenylpropionate (84.9 mg, 96%).

Workup

  1. customevaporated in vacuo
  2. additionTo the residue was added ethyl ether
  3. filtrationthe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-d2b71cbc4bc24ac29d52682159ae898e
Source dataset
uspto-grants-2002_08
Patent number
US06437146B1

Reaction notes

Loading…