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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689303Generated: October 31, 2026

Tetrabutylammonium Fluoride → (2-tert-Butylthiazol-4-yl)(9-((4-(2-hydroxyethyl)thiophen-2-yl)methyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

https://huagongshe.com/reaction/1689303

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-tert-butylthiazol-4-yl)methanoneHCID 57989351—
SolventTetrahydrofuranHCID 8028—
Product(2-tert-Butylthiazol-4-yl)(9-((4-(2-hydroxyethyl)thiophen-2-yl)methyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanoneHCID 57989044—

Reaction Steps

TBAF (1.5 mL of a 1M solution in THF) 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-tert-butylthiazol-4-yl)methanone (example 43, step c) (0.300 g) in THF (3 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 0.22 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148373B2
Source datasetuspto-grants-2012_04
ORD IDord-5cbe0bb8b7b94cd5a3560c6310a994b7
Source noteuspto-grants-2012_04