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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670016Generated: November 1, 2026

Methanesulfonyl chloride → (2R)-N-methanesulfonyl-(4-chlorophenyl)alanine methyl ester

https://huagongshe.com/reaction/1670016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(2R)-4-chlorophenylalanine methylesterHCID 69805663—
SolventDichloromethaneHCID 6344—
Product(2R)-N-methanesulfonyl-(4-chlorophenyl)alanine methyl esterHCID 96764996.1%

Reaction Steps

To a solution of (2R)-4-chlorophenylalanine methylester (213 mg, 1.00 mmol) in DCM (5 mL) was added dropwise TEA (280 μl, 2.00 mmol) and then methanesulfonylchloride (100 μl, 1.3 mmol) at 0° C. After 30 min, the reaction mixture was quenched with water and extracted with DCM and EtOAc. The organic solution was washed with 1N HCl, dried over MgSO4 and concentrated in vacuo, and the residue was purified by column chomatography (MeOH/CHCl3=1/25) to give the title compound (280 mg, 96.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989634B2
Source datasetuspto-grants-2011_08
ORD IDord-22fdeb6094e141c19676282c45696651
Source noteuspto-grants-2011_08