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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133340Generated: October 25, 2026

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

https://huagongshe.com/reaction/133340

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 dc (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 numberUS07390801B2
Source datasetuspto-grants-2008_06
ORD IDord-12e04e799171427d96503c1f1f1c2440
Source noteuspto-grants-2008_06