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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408350Generated: November 3, 2026

(Diethylamino)sulfur trifluoride → HCID 57423797, compound

https://huagongshe.com/reaction/1408350

Reaction equation

Participants

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

Reaction Steps

To a solution of 4-hydroxy-4-thiazol-2-yl-piperidine-1-carboxylic acid tert-butyl ester (4.36 g, 15.3 mmol) in CH2Cl2 (50 mL) at 0° C. was added DAST (2.4 mL, 1.2 eq.). The reaction mixture was stirred for 30 minutes before it was quenched by addition of saturated NaHCO3 solution (20 mL). The organic phase was separated and dried over Na2SO4. After removal of the solvent, the crude product was purified on silica gel (EtOAc:hexanes=1:4) to afford the desired product as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921350B2
Source datasetuspto-grants-2014_12
ORD IDord-668a8075c3cf4af9b1225616daf9b08d
Source noteuspto-grants-2014_12