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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264803Generated: November 1, 2026

Methyl pyruvate → N-(3,4-methylenedioxyphenyl)alanine Iso-butyl Ester

https://huagongshe.com/reaction/1264803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl pyruvateHCID 11748—
Reactant1,3-Benzodioxol-5-amineHCID 84310—
ReactantN-(3,4-methylenedioxyphenyl)alanine methyl esterHCID 54531586—
SolventIsobutanolHCID 6560—
ProductN-(3,4-methylenedioxyphenyl)alanine Iso-butyl EsterHCID 54134455—

Reaction Steps

Following reductive amination General Procedure AA above and using 3,4-methylenedioxyaniline (Aldrich) and methyl pyruvate (Aldrich), N-(3,4-methylenedioxyphenyl)alanine methyl ester was prepared. The methyl ester was then transesterified following General Procedure AQ above and using iso-butanol to provide the title compound as an oil. The reaction was monitored by silica gel tlc (Rf=0.61 in 25% EtOAc/hexanes). Purification was by preparative plate chromatography with silica gel using 25% EtOAc/hexanes as the eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544978B2
Source datasetuspto-grants-2003_04
ORD IDord-08bf61095d174d6a85343a1a50fdb9d6
Source noteuspto-grants-2003_04