ChemicalBook CAS DataBase List Ursolic acid

Ursolic acid synthesis

5synthesis methods

Product Name:Ursolic acid
CAS Number:77-52-1
Molecular formula:C30H48O3
Molecular Weight:456.71

Urs-12-en-28-oic acid, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (1,1-dimethylethyl)diphenylsilyl ester, (3β)-

1381876-19-2
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77-52-1
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Yield:77-52-1 73%

Reaction Conditions:

with perchloric acid on silica gel in acetonitrile at 50; for 0.5 h;chemoselective reaction;

Steps:

4.5. Procedure C: Typical experimental protocol for the deprotection of TBDPS ethers catalyzed by TfOH-SiO₂

General procedure: To a solution of TBDPS ether (1.0 mmol) in CH₃CN (5.0 mL) was added TfOH-SiO₂ (50 mg, 0.1 mmol). The heterogeneous mixture was stirred at 50 °C and the reaction was followed by TLC. After completion, the mixture was filtered and washed with CH₃CN. The combined filtrate was concentrated under vacuum and the residue was purified by column chromatography to obtain the pure product.

References:

Yan, Shiqiang;Ding, Ning;Zhang, Wei;Wang, Peng;Li, Yingxia;Li, Ming [Carbohydrate Research,2012,vol. 354,p. 6 - 20] Location in patent:experimental part