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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792173Generated: November 1, 2026

TBAF tetrahydrofuran → 17-(4-Ethyl-4-hydroxyhexyloxymethyl)-1alpha,3beta-dihydroxyandrosta-5,7,16-triene

https://huagongshe.com/reaction/1792173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant1alpha,3beta-Bis(tert-butyldimethylsilyloxy)-17-{4-ethyl-4-(triethylsilyloxy)hexyloxymethyl}androsta-5,7,16-trieneHCID 69630471—
Product17-(4-Ethyl-4-hydroxyhexyloxymethyl)-1alpha,3beta-dihydroxyandrosta-5,7,16-trieneHCID 6963020393%

Reaction Steps

1α,3β-Bis(tert-butyldimethylsilyloxy)-17-{4-ethyl-4-(triethylsilyloxy)hexyloxymethyl}androsta-5,7,16-triene (559 mg, 0.710 mmol) and a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (6 ml) were subjected to reaction using a procedure similar to that of Example 5(2) (4 hours), worked up and purified by column chromatography (ethyl acetate:dichloromethane=4:1 and then ethyl acetate) to give the titled compound (292 mg, 93%) as a colorless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074777B2
Source datasetuspto-grants-2006_07
ORD IDord-b6e391949a2346168de3c4bfe5014e5c
Source noteuspto-grants-2006_07