Sodium Hydroxide → HCID 86751029, compound

HRID 263673Notes

Reaction equation

HRID 263673 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1/[CH:10]=[CH:11]/[CH2:12][C@H:13]([C:41]1[CH:46]=[CH:45][C:44]2[O:47][CH2:48][O:49][C:43]=2[CH:42]=1)[C@H:14]([N:16]([CH2:30][C:31]1[CH:40]=[CH:39][C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=1)[C:17]([C@@H:19]1[C@@H:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:22][C:21](=[O:29])[O:20]1)=[O:18])[CH3:15].[OH-:50].[Na+:51]>O1CCCC1.O>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1/[CH:10]=[CH:11]/[CH2:12][C@H:13]([C:41]1[CH:46]=[CH:45][C:44]2[O:47][CH2:48][O:49][C:43]=2[CH:42]=1)[C@H:14]([N:16]([CH2:30][C:31]1[CH:40]=[CH:39][C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=1)[C:17]([C@@H:19]([OH:50])[C@@H:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:22][C:21]([O-:20])=[O:29])=[O:18])[CH3:15].[Na+:51]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86751028HCID 86751028, compound

Product 1

HCID 86751029HCID 86751029, compoundYield 26%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

120 mg of ethyl (2S,3S)-2-[N-{(1R,2R,4E)-5-(2-benzoxazolyl)-1-methyl-2-(3,4-methylenedioxyphenyl)-4-pentenyl}-N-(2-naphthylmethyl)carbamoyl]-5-oxotetrahydrofuran-3-carboxylate was dissolved in a mixed solution of 5 ml of tetrahydrofuran and 2 ml of water, and 182 μl of a 1N sodium hydroxide aqueous solution was added thereto, followed by stirring at room temperature overnight. The solvent was distilled off, and the residue was purified by silica gel column chromatography (chloroform/methanol=20/1→10/1) to obtain 33.0 mg (yield: 26%) of the above-identified compound as a colorless foam.

Workup

  1. additionwas added
  2. distillationThe solvent was distilled off
  3. customthe residue was purified by silica gel column chromatography (chloroform/methanol=20/1→10/1)

Sources & evidence

ORD record
ord-3c86286eeaaa4a42bb3dc10f3c4cade0
Source dataset
uspto-grants-1997_07
Patent number
US05643958

Reaction notes

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