Clary sage lactone synthetic method

A technology for sclareolide and a synthesis method is applied in the field of preparing carboxylic acid esters, and achieves the effects of fewer process steps, low product cost and simple synthesis method

Inactive Publication Date: 2005-10-19
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The technical problem to be solved by the present invention is to overcome the shortcomings of the above-mentioned synthetic method of sclareolactone, and provide a kind of fragrance with simple synthetic method, few process steps, short reaction time, high product yield, low product cost and no environmental pollution. The synthetic method of perillolactone

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Dissolve 30.8g sclareol in 150mL 2,4-dioxane solution, add 0.41g sodium tungstate dihydrate, 0.72g sodium dihydrogen phosphate and 100mL 30% hydrogen peroxide solution, adjust the pH to 5.0, and heat Stir vigorously at reflux for 24 hours. After the reaction was completed, 20.0 g of sclareolactone was obtained as a white solid through separation and purification, with a yield of 80.0%.

Embodiment 2

[0030] Dissolve 30.8g of sclareol in 150mL of tert-butanol, add 0.66g of sodium tungstate dihydrate, 1.05g of sodium dihydrogen phosphate and 100mL of 30% hydrogen peroxide solution, adjust the pH to 2.5, and stir vigorously at 70°C for 48 hours. After the reaction was completed, 19.3 g of sclareolactone was obtained as a white solid through separation and purification, with a yield of 77.2%.

Embodiment 3

[0032]Dissolve 30.8g of sclareol in 150mL of 2,4-dioxane solution, add 0.20g of cetyl phosphotungstate pyridinium salt (CWP) and 100mL of 30% hydrogen peroxide solution, and stir vigorously under reflux 20 hours. After the reaction was completed, it was separated and purified by conventional methods to obtain 21.7 g of sclareolactone as a white solid, with a yield of 86.8%.

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Abstract

The clary sage lactone is synthesized with sclareol, epoxy sclareol, clary sage tetrol, abienol or their mixture as main material, hydrogen peroxide solution as oxidant, and VIB transition metal element as the catalyst for activating hydrogen peroxide. The clary sage lactone is produced inside the water-organic solvent mixture and obtained through conventional separation and purification. Compared with available technology, the present invention uses cheap and clean hydrogen peroxide aqua as oxidant and has the advantages of simplicity, less technological steps, short reaction time, high product yield, low cost, no environmental pollution, etc.

Description

technical field [0001] The present invention relates to a kind of method for preparing carboxylate, especially the method for preparing carboxylate through the oxidation of functional group, specifically oxidizing sclareol, epoxyclareol and sclareol with hydrogen peroxide aqueous solution A method for synthesizing sclareolide from , paclitaxel or their mixture. Background technique [0002] Sclareolide is an important ambergris-type synthetic fragrance, and it is also an important intermediate for the further synthesis of ambrox and some important pharmacologically active compounds such as acuminolide and 17-O-acetoacuminolide. [0003] Sclareolide is usually synthesized from sclareol, and the key is to remove the side chain of sclareol through oxidative degradation. CrO was first used by Stoll and Hinder 3 Oxidative degradation of sclareol yields sclareolactone. Later Сибирдва and others switched to K 2 Cr 2 o 7 Oxidizes under acidic conditions. However, the yields o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/77
Inventor 魏俊发吴亚石先莹张勇民
Owner SHAANXI NORMAL UNIV
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