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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635023Generated: October 30, 2026

Tetrabutylammonium Fluoride → 1alpha,3beta-Dihydroxy-20(S)-(3-ethyl-3hydroxypentylthio)pregna-5,7,16-triene

https://huagongshe.com/reaction/635023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1alpha-(tert-butyldimethylsilyloxy)-3beta-hydroxy-20(S)-(3-ethyl-3-hydroxypentylthio)pregna-5,7,16-trieneHCID 12019517—
SolventTetrahydrofuranHCID 8028—
Product1alpha,3beta-Dihydroxy-20(S)-(3-ethyl-3hydroxypentylthio)pregna-5,7,16-trieneHCID 1201952364%

Reaction Steps

Under the same conditions as in Example 9, the crude 1α-(tert-butyldimethylsilyloxy)-3β-hydroxy-20(S)-(3-ethyl-3-hydroxypentylthio)pregna-5,7,16-triene obtained in Example 7, tetrahydrofuran (2 ml) and 1M tetra-n-butylammonium fluoride solution in tetrahydrofuran (2 ml) were reacted and worked up, and then the residue was purified by preparative thin layer chromatography (0.5 mm×2, dichloromethane:ethanol =7:1, developed once) to give the title compound as a colorless oil (42.0 mg, 64%, 2 steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06184398B2
Source datasetuspto-grants-2001_02
ORD IDord-0500cc41d2254b8883d2a0a777af236e
Source noteuspto-grants-2001_02