Acetic Acid → HCID 14674517, compound

HRID 373603Notes

Reaction equation

HRID 373603 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-033ddbb423954f3dadd96239fcf4e241
Source dataset
uspto-grants-1992_11
Patent number
US05164415

Reaction notes

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