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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238925Generated: October 25, 2026

phenylalaninol, (S)- → N-[(1S)-1-Benzyl-2-hydroxyethyl]-(2S)-2-[3-fluoro-4-(methylsulfonylamino)phenyl]propionamide

https://huagongshe.com/reaction/238925

Reaction equation

Participants

RoleNameHCIDCharge
Reactantphenylalaninol, (S)-HCID 447213—
Reactant2-[3-Fluoro-4-(metylsulfonylamino)phenyl]propionHCID 131731183—
SolventDichloromethaneHCID 6344—
ProductN-[(1S)-1-Benzyl-2-hydroxyethyl]-(2S)-2-[3-fluoro-4-(methylsulfonylamino)phenyl]propionamideHCID 24754390—

Reaction Steps

A mixture of 2-[3-fluoro-4-(methylsulfonylamino)phenyl]propion acid (100 mg, 0.234 mmol) and L-phenyl alaninol (71 mg, 0.468 mmol) in CH2Cl2 (3 mL) was refluxed for 3 h and concentrated in vacuo. The residue was dissolved in MeOH (2 mL) and purified by flash column chromatography on silica gel using EtOAc:hexanes (2:1) to EtOAc:MeOH (20:1) as eluant to afford N-[(1S)-1-Benzyl-2-hydroxyethyl]-(2S)-2-[3-fluoro-4-(methylsulfonylamino)phenyl]propionamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642657B2
Source datasetuspto-grants-2014_02
ORD IDord-09c0895840e8457380f08d0de98eabe0
Source noteuspto-grants-2014_02