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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792193Generated: November 2, 2026

TBAF tetrahydrofuran → 20-{4-ethyl-4-hydroxy-(2E)-hexenyloxy}-1alpha,3beta-dihydroxy-20-methylpregna-5,7,16-triene

https://huagongshe.com/reaction/1792193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant1alpha,3beta-bis(tert-butyldimethylsilyloxy)-20-{4-ethyl-4-triethylsilyloxy-(2E)-hexenyloxy}-20-methylpregna-5,7,16-trieneHCID 86760151—
Product20-{4-ethyl-4-hydroxy-(2E)-hexenyloxy}-1alpha,3beta-dihydroxy-20-methylpregna-5,7,16-trieneHCID 86760152100%

Reaction Steps

1α,3β-Bis(tert-butyldimethylsilyloxy)-20-{4-ethyl-4-triethylsilyloxy-(2E)-hexenyloxy}-20-methylpregna-5,7,16-triene (350 mg, 0.430 mmol) and a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (15 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 (200 mg, 100%) as a yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074777B2
Source datasetuspto-grants-2006_07
ORD IDord-53a60de633264b85b20c7661cfb5ed1c
Source noteuspto-grants-2006_07