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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354074Generated: October 31, 2026

4-Methoxybenzenesulfonyl chloride → Methyl 3-hydroxy-2-(4-methoxybenzenesulfonylamino)propionate

https://huagongshe.com/reaction/1354074

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxybenzenesulfonyl chlorideHCID 7401—
ReactantTriethylamineHCID 8471—
ReactantMethyl DL-serinate hydrochlorideHCID 517373—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-hydroxy-2-(4-methoxybenzenesulfonylamino)propionateHCID 1117376097.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

DL-serine methylester HCl (14,6 g, 93,8 mmol) of the Chemical Formula 5 was suspended in 400 mL of dichloromethane, and Et3N (29 Ml, 206 mmol). and a catalytic amount of 4-dimethylaminopyridine were introduced therein while maintaining the temperature at 0° C., and 4-methoxybenzene-sulfonyl chloride (19.2 g 94 mmol) was add dropwise. They were stirred at room temperature for 20 hours, washed with 200 mL of distilled water, dried, and concentrated under reduced pressure to obtain a yellow solid title compound (26.5 g, yield 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223751B2
Source datasetuspto-grants-2007_05
ORD IDord-b162ea3b67924bf8ad37cd2ffcddf2ba
Source noteuspto-grants-2007_05