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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792184Generated: November 2, 2026

TBAF tetrahydrofuran → 1alpha,3beta-Dihydroxy-20-(4-hydroxy-4-methyl-2-pentynyloxy)-20-methylpregna-5,7,16-triene

https://huagongshe.com/reaction/1792184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant1alpha,3beta-Bis(tert-butyldimethylsilyloxy)-20-(4-triethylsilyloxy-4-methyl-2-pentynyloxy)-20-methylpregna-5,7,16-trieneHCID 69629963—
Product1alpha,3beta-Dihydroxy-20-(4-hydroxy-4-methyl-2-pentynyloxy)-20-methylpregna-5,7,16-trieneHCID 69630579110.2%

Reaction Steps

1α,3β-Bis(tert-butyldimethylsilyloxy)-20-(4-triethylsilyloxy-4-methyl-2-pentynyloxy)-20-methylpregna-5,7,16-triene (82 mg, 0.105 mmol) and a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (3 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 (51 mg, quantitative) as a colorless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074777B2
Source datasetuspto-grants-2006_07
ORD IDord-9f00d563c16845c18803d8f605c82227
Source noteuspto-grants-2006_07