Acetic Acid → HCID 14674517, compound

HRID 21919Notes

Reaction equation

HRID 21919 reaction equation
[CH2:1]1[CH2:36][O:35][C:3]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])([CH2:4][CH2:5][C:6]23[CH2:13][CH:12]([O:14][C:15](=[O:28])[C:16]4C=CC(C5C=CC=CC=5)=CC=4)[CH2:11][CH:10]2CC(=O)O3)[O:2]1.C(=O)([O-])[O-:38].[K+].[K+].C(O)(=O)C>CO>[CH2:36]1[CH2:1][O:2][C:3]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])([CH2:4][CH2:5][C@H:6]2[C@H:10]([OH:38])[CH2:11][C@H:12]3[C@@H:13]2[CH2:16][C:15](=[O:28])[O:14]3)[O:35]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 11430Potassium CarbonateHCID 867458653,3-Ethylenedioxyoctyl-7-(4-phenylbenzoyloxy)-2-oxabicyclo[3.3.0]octan-3-one

Product 1

HCID 14674517HCID 14674517, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (1S,5R,6R,7R)-6-(3,3-ethylenedioxyoctyl-7-(4-phenylbenzoyloxy)-2-oxabicyclo[3.3.0]octan-3-one (5a) (8.20 g) in methanol (200 ml) was added potassium carbonate (1.15 g) and the resultant mixture was stirred overnight, and acetic acid (1 ml) was added thereto. The crude product obtained by treating in the conventional manner was subjected to silica gel column chromatography to give the title compound (6a).

Workup

  1. customThe crude product obtained
  2. additionby treating in the conventional manner

Sources & evidence

ORD record
ord-ed217e2ec3674e7a8d8214038dadb11e
Source dataset
uspto-grants-1995_06
Patent number
US05426115

Reaction notes

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