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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900393Generated: October 30, 2026

Diisopropylethylamine → benzyl (2S,3aS,7aS)-1-[(2R)-2-bromopropionyl]octahydro-1H-indole-2-carboxylate

https://huagongshe.com/reaction/900393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(2R)-2-bromopropionyl chlorideHCID 6997261—
Reactantbenzyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylateHCID 10149261—
SolventDichloromethaneHCID 6344—
Productbenzyl (2S,3aS,7aS)-1-[(2R)-2-bromopropionyl]octahydro-1H-indole-2-carboxylateHCID 11315392—

Reaction Steps

Introduce 200 g of benzyl (2S,3aS,7aS)-octahydro-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 201 ml of diisopropylethylamine followed by 132 g of (2R)-2-bromo-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,3aS,7aS)-1-[(2R)-2-bromopropionyl]octahydro-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 numberUS07358372B2
Source datasetuspto-grants-2008_04
ORD IDord-83c7684a08c643a6b5807166c6983fdc
Source noteuspto-grants-2008_04