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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732350Generated: October 26, 2026

(Diethylamino)sulfur trifluoride → HCID 58483851, compound

https://huagongshe.com/reaction/732350

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Diethylamino)sulfur trifluorideHCID 123472—
Reactant(2R,4R)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl esterHCID 6951202—
SolventDichloromethaneHCID 6344—
ProductHCID 58483851HCID 58483851104.4%

Reaction Steps

Add (diethylamino)sulfur trifluoride (3.9 mL, 29.8 mmol) to a −78° C. cooled solution of 4-(R)-hydroxypyrrolidine-N1,2-(R)-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (3.81 g, 15.54 mmol) in dichloromethane (50 mL). Stir 2 h, then remove cold bath and stir 40 h at room temperature. Cool in ice bath and add saturated sodium bicarbonate solution. Warm to room temperature, dry (magnesium sulfate), concentrate (350 mbar, 25° C.) and purify (silica gel chromatography, eluting with diethyl ether and dichloromethane) to give the title compound as an oil (4.01 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-b2367cc3fa1e41fe8d3710da3f2e2bf2
Source noteuspto-grants-2009_09