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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466542Generated: November 2, 2026

Water → HCID 71468807, compound

https://huagongshe.com/reaction/1466542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-Nitro-3-(trifluoromethyl)benzenesulfonyl chlorideHCID 2778595—
ReactantHCID 71468935HCID 71468935—
SolventDichloromethaneHCID 6344—
ProductHCID 71468807HCID 7146880774.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of di-tert-butyl (4S)-4-(3-hydroxypropyl)-N-trityl-L-glutamate (439 mg, 0.78 mmol) and triethylamine (330 μL, 2.35 mmol) in dichloromethane (7.0 mL) was added 4-nitro-3-(trifluoromethyl)benzenesulfonyl chloride (340.7 mg, 1.18 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 45 min and then water was added. 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=15/85) to give the desired product (4 h, 470 mg, 74%) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000037B2
Source datasetuspto-grants-2015_04
ORD IDord-cdd2a94a33aa413d8833fef9b9ff9266
Source noteuspto-grants-2015_04