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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471180Generated: October 25, 2026

Tetrabutylammonium Fluoride → Benzo[b]thiophen-2-yl(9-(2-fluoro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

https://huagongshe.com/reaction/471180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantBenzo[b]thiophen-2-yl(9-(3-(2-(tert-butyldimethylsilyloxy)ethyl)-2-fluorobenzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanoneHCID 57989142—
SolventTetrahydrofuranHCID 8028—
ProductBenzo[b]thiophen-2-yl(9-(2-fluoro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanoneHCID 57989186—

Reaction Steps

TBAF (1M solution in THF, 2 mL) was added to a solution of benzo[b]thiophen-2-yl(9-(3-(2-(tert-butyldimethylsilyloxy)ethyl)-2-fluorobenzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone (example 79, step a) (0.370 g) in THF (4 mL). After 0.5 h, the solution was concentrated. Purification by silica gel chromatography eluting with 10:1 ethyl acetate:triethylamine gave the subtitled compound as a gum. Yield 0.26 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629271B2
Source datasetuspto-grants-2014_01
ORD IDord-565efb35d20f4f769ee3baeb56d8a9a9
Source noteuspto-grants-2014_01