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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466543Generated: November 2, 2026

Water → HCID 71468675, compound

https://huagongshe.com/reaction/1466543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2,4,6-Trichlorobenzenesulfonyl chlorideHCID 521335—
ReactantHCID 71468935HCID 71468935—
SolventDichloromethaneHCID 6344—
ProductHCID 71468675HCID 7146867566.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of di-tert-butyl (4S)-4-(3-hydroxypropyl)-N-trityl-L-glutamate (438 mg, 0.78 mmol) and triethylamine (327 μL, 2.35 mmol) in dichloromethane (7.0 mL) was added 2,4,6-trichlorobenzenesulfonyl chloride (328.6 mg, 1.17 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 1 h and then water was added. The organic layer was separated, and aqueous layer was extracted with dichloromethane. Combined organic solution was dried over sodium sulfate, and concentrated in vacuo. The residue was purified by flash column chromatography (ethyl acetate/n-hexane=10/90) to give the desired product (415 mg, 66%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000037B2
Source datasetuspto-grants-2015_04
ORD IDord-56cf7bbd43a4424d88f2420d70264232
Source noteuspto-grants-2015_04