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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769436Generated: October 31, 2026

Acetonitrile → HCID 178445940, compound

https://huagongshe.com/reaction/1769436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant1-NaphthalenepropanalHCID 11041409—
ReactantL-leucyl-L-tryptophan benzyl esterHCID 15199902—
ReactantDibenzylphosphiteHCID 21904359—
SolventTolueneHCID 1140—
ProductHCID 178445940HCID 178445940—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of L-leucyl-L-tryptophan benzyl ester (408 mg) and 3-(1-naphthyl)propionaldehyde (220 mg) in toluene (10 ml) was heated to reflux in a Dean-Stark apparatus for 2 hours. After cooling, dibenzyl phosphite (252 mg) and acetonitrile (10 ml) were added to the mixture and the resulting solution was stirred at 100° C. for 16 hours. After being cooled to room temperature, the mixture was concentrated under reduced pressure. The residue was separated and purified by silica gel chromatography (chloroform:ethyl acetate=5:1) to give two diastereomers of the title compound as colorless oil (a: 58 mg, b: 95 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05380921
Source datasetuspto-grants-1995_01
ORD IDord-a2fe93a780e84d09851c811468f21b05
Source noteuspto-grants-1995_01