Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908638Generated: November 1, 2026

TBAF tetrahydrofuran → 2-Amino-5-hydroxymethyl-thiazole-4-carboxylic acid methyl ester

https://huagongshe.com/reaction/908638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant2-Amino-5-(tert-butyldimethylsilyloxymethyl)-thiazole-4-carboxylic acid methyl esterHCID 59703813—
SolventTetrahydrofuranHCID 8028—
Product2-Amino-5-hydroxymethyl-thiazole-4-carboxylic acid methyl esterHCID 5970379083.9%

Reaction Steps

To a solution of the compound (2.03 g) obtained in Step 1 in tetrahydrofuran (40 ml) was added dropwise, with stirring under ice-cooling, 1.0M tetrabutylammonium fluoride tetrahydrofuran solution (7.38 ml). After stirring at room temperature for 1 hr, the reaction mixture was concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (ethyl acetate:methanol=9:1) to give the title compound (1.06 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017612B2
Source datasetuspto-grants-2011_09
ORD IDord-efedd6aa05994bc89e426cc4539c8ca7
Source noteuspto-grants-2011_09