Acetic Acid → HCID 14674517, compound

HRID 1656070Notes

Reaction equation

HRID 1656070 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-pheny1benzoyloxy)-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-690b81487c804e4597ef31bfadb5bfc5
Source dataset
uspto-grants-1993_10
Patent number
US05252605

Reaction notes

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