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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351027Generated: October 29, 2026

Dichloromethane → benzyl (2S)-1-{(2S)-2-[(tert-butoxycarbonyl)amino]propionyl}-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate

https://huagongshe.com/reaction/351027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantBenzyl (2S)-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylateHCID 11253898—
Reactant(2S)-2-[(tert-butoxycarbonyl)amino]propionyl chlorideHCID 11264242—
SolventTriethylamineHCID 8471—
Productbenzyl (2S)-1-{(2S)-2-[(tert-butoxycarbonyl)amino]propionyl}-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylateHCID 11373738—

Reaction Steps

Introduce 200 g of benzyl (2S)-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate and 1.5 liters of dichloromethane into a reactor, then bring the temperature of the reaction mixture to 0° C. and add 107 ml of triethylamine and then 162 g of (2S)-2-[(tert-butoxycarbonyl)amino]propionyl chloride. Subsequently, bring the mixture to ambient temperature. After stirring for 1 hour at that temperature, wash the mixture with water and then with a dilute acetic acid solution. The benzyl (2S)-1-{(2S)-2-[(tert-butoxycarbonyl)amino]propionyl}-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate solution so obtained is used as it is in the following Step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183308B1
Source datasetuspto-grants-2007_02
ORD IDord-df3d420346ed494fbf38fb041748a2e3
Source noteuspto-grants-2007_02