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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038061Generated: October 31, 2026

(Diethylamino)sulfur trifluoride → HCID 57423797, compound

https://huagongshe.com/reaction/1038061

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Diethylamino)sulfur trifluorideHCID 123472—
Reactant1,1-Dimethylethyl 4-hydroxy-4-(2-thiazolyl)-1-piperidinecarboxylateHCID 57423796—
SolventDichloromethaneHCID 6344—
ProductHCID 57423797HCID 5742379787.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Hydroxy-4-thiazol-2-yl-piperidine-1-carboxylic acid tert-butyl ester 61 (500 mg, 1.76 mmol) was dissolved in CH2Cl2 (20 mL) and cooled to 0° C. DAST (0.46 mL, 3.52 mmol) was then added. The mixture was stirred at 0° C. for 1 hr and then quenched with sat. NaHCO3. The separated organic layer was dried and concentrated in vacuo. The crude was purified with silica gel column (eluting with 12.5% ethyl acetate in hexanes) to yield an off-white solid (443 mg) as the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-bdd7e324356748ea819f003b423f5f52
Source noteuspto-grants-2013_10