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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466541Generated: October 31, 2026

Water → HCID 71468674, compound

https://huagongshe.com/reaction/1466541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant8-Quinolinesulfonyl chlorideHCID 29220—
ReactantHCID 71468935HCID 71468935—
SolventDichloromethaneHCID 6344—
ProductHCID 71468674HCID 7146867451.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of di-tert-butyl (4S)-4-(3-hydroxypropyl)-N-trityl-L-glutamate (203.4 mg, 0.36 mmol) and triethylamine (150 μL, 1.09 mmol) in dichloromethane (5.0 mL) was added quinoline-8-sulfonyl chloride (124.1 mg, 0.55 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 3 h and at room temperature for overnight 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 (MeOH/CH2Cl2=1/99) to give the desired product (140 mg, 51%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000037B2
Source datasetuspto-grants-2015_04
ORD IDord-93f3681b4ad4455fa1aebd7381556cc6
Source noteuspto-grants-2015_04