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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471094Generated: October 31, 2026

Tetrabutylammonium Fluoride → (9-((4-(2-Hydroxyethyl)thiophen-2-yl)methyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylbenzo[d]thiazol-5-yl)methanone

https://huagongshe.com/reaction/471094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(9-((4-(2-(Tert-butyldimethylsilyloxy)ethyl)thiophen-2-yl)methyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylbenzo[d]thiazol-5-yl)methanoneHCID 57989353—
SolventTetrahydrofuranHCID 8028—
Product(9-((4-(2-Hydroxyethyl)thiophen-2-yl)methyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylbenzo[d]thiazol-5-yl)methanoneHCID 57989243—

Reaction Steps

TBAF (1M solution in THF, 1.5 mL) was added to stirred solution of (9-((4-(2-(tert-butyldimethylsilyloxy)ethyl)thiophen-2-yl)methyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylbenzo[d]thiazol-5-yl)methanone (example 49, step a) (0.36 g) in THF (2 mL). After 1 h, the reaction was evaporated to a gum. Purification by silica gel chromatography eluting with ethyl acetate:triethylamine, 20:1 gave the subtitled compound as a gum. Yield 0.2 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629271B2
Source datasetuspto-grants-2014_01
ORD IDord-d5c92293325a4bf89923261011a2c030
Source noteuspto-grants-2014_01