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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583711Generated: October 26, 2026

1,2-Dichloroethane → 4-Ethynylbenzoyl-2(S)-phenylsulfonylamino-beta-alanine ethyl ester

https://huagongshe.com/reaction/583711

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-Ethynylbenzoic acidHCID 589706—
ReactantEthyl 2(S)-phenylsulfonylamino-beta-alanine p-toluenesulfonateHCID 86752459—
SolventDimethylformamideHCID 6228—
Product4-Ethynylbenzoyl-2(S)-phenylsulfonylamino-beta-alanine ethyl esterHCID 86752458—

Reaction Steps

4-Ethynylbenzoic acid (35-1) (3.10 g, 21.2 mmol), 35-2 (8.58 g, 19.3 mmol), NMM (8.49 mL, 7.72 mmol), HOBT (3.39 g, 25.1 mmol), and EDC (4.81 g, 25.1 mmol) were combined in 96 mL DMF and stirred overnight. The reaction was concentrated, residue was diluted with EtOAc and washed with water (2×) and brine, dried (Na2SO4), filtered, and concentrated. Flash chromatography (silica, 45-50% EtOAc/Hexane) gave 35-3 as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929120
Source datasetuspto-grants-1999_07
ORD IDord-268a8eabed7640b0a9ec915cc4429c22
Source noteuspto-grants-1999_07