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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 751751Generated: October 26, 2026

1,2-Dichloroethane → HCID 14673102, compound

https://huagongshe.com/reaction/751751

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acidHCID 7009590—
ReactantL-Alanine, phenylmethyl ester, hydrochloride (1:1)HCID 12210893—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
ProductHCID 14673102HCID 14673102—

Reaction Steps

4.81 g (22.3 mmol) of L-alanine benzyl ester hydrochloride, 3.32 g (24.6 mmol) of HOBt and 4.92 g (25.7 mmol) of EDC are introduced into 10 ml of anhydrous dimethylformamide under argon. At 0° C., 4.54 g (22.3 mmol) of N-Boc-N-methyl-L-alanine and 14.7 ml (133.9 mmol) of N-methylmorpholine are added, and the reaction mixture is stirred overnight with slow warming to RT. The reaction solution is treated with water and toluene and extracted with shaking. The aqueous phase is extracted twice with toluene, and the combined organic phases are dried over sodium sulfate and concentrated to dryness after filtration. The product is purified chromatographically by silica gel chromatography on about 1500 ml of silica gel using MeOH/dichloromethane 10/1. 7.9 g (97% of th.) of the product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405201B2
Source datasetuspto-grants-2008_07
ORD IDord-7f5857906a5c4b5facf5ffce9d697e85
Source noteuspto-grants-2008_07