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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792216Generated: November 3, 2026

TBAF tetrahydrofuran → 1alpha,3beta-Dihydroxy-17-(5-hydroxy-5-methylhexylthiomethyl)androsta-5,7,16-triene

https://huagongshe.com/reaction/1792216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant1alpha,3beta-Bis(tert-butyldimethylsilyloxy)-17-(5-triethylsilyloxy-5-methylhexylthiomethyl)androsta-5,7,16-trieneHCID 69629705—
Product1alpha,3beta-Dihydroxy-17-(5-hydroxy-5-methylhexylthiomethyl)androsta-5,7,16-trieneHCID 6963021186%

Reaction Steps

1α,3β-Bis(tert-butyldimethylsilyloxy)-17-(5-triethylsilyloxy-5-methylhexylthiomethyl)androsta-5,7,16-triene (313 mg, 0.396 mmol) and a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (5 ml) were subjected to reaction using a procedure similar to that of Example 5(2) (3 hours), worked up and purified by column chromatography (ethyl acetate) to give the titled compound (152 mg, 86%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074777B2
Source datasetuspto-grants-2006_07
ORD IDord-b41b6eb811fc48af8c53214cc8ff7762
Source noteuspto-grants-2006_07