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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1763717Generated: November 1, 2026

Dicyclohexylcarbodiimide → Nalpha-Benzyloxycarbonyl-D-alanyl-L-leucine methyl ester

https://huagongshe.com/reaction/1763717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-Cbz-d-alanineHCID 70832—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantLeucine methyl ester hydrochlorideHCID 2723695—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductNalpha-Benzyloxycarbonyl-D-alanyl-L-leucine methyl esterHCID 14278860—

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 8.92 g. of Nα -benzyloxycarbonyl-D-alanine, 7.28 g. of leucine methyl ester hydrochloride and 5.4 g. of 1-hydroxybenztriazole in 100 ml. of dimethylformamide is cooled to -10° C. with stirring and is treated with 5.6 ml. of triethylamine. The mixture is stirred for ten minutes at -10° C. and is treated with 8.6 g. of dicyclohexylcarbodiimide. The reaction is then stirred at -10° C. for fifteen minutes, brought to 0° C. and stirred to 10° during two hours following which it is stirred overnight at 20° C. The mixture is warmed to 50° C. and stirred for two hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04111923
Source datasetuspto-grants-1978_09
ORD IDord-248b447a9c9b40ab85ef74a589b7413e
Source noteuspto-grants-1978_09