Reaktion #51332

ord-7c12d267fe1f41bd994b7c07dd3a6b03

Reaktionsgleichung

COC(=O)C(C)=O
methyl pyruvate
COC(=O)[C@H](C)Nc1ccc2c(c1)OCCO2
N-(3,4-ethylenedioxyphenyl)alanine methyl ester
→
CC(C)COC(=O)[C@H](C)Nc1ccc2c(c1)OCCO2
title compound
CC(C)COC(=O)[C@H](C)Nc1ccc2c(c1)OCCO2
N-(3,4-ethylenedioxyphenyl)alanine iso-butyl ester

Edukte

—
methyl ester
—
1,4-benzodioxa-6-amine
COC(=O)C(C)=O
methyl pyruvate
COC(=O)[C@H](C)Nc1ccc2c(c1)OCCO2
N-(3,4-ethylenedioxyphenyl)alanine methyl ester

Reagenzien

Keine

Lösungsmittel

CC(C)CO
iso-butanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewas prepared

Vorschrift

Following reductive amination General Procedure AA above and using 1,4-benzodioxa-6-amine (Aldrich) and methyl pyruvate (Aldrich), N-(3,4-ethylenedioxyphenyl)alanine methyl ester was prepared. The methyl ester was then transesterified following General Procedure AQ above using iso-butanol to provide the title compound. Purification was by preparative plate chromatography.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06849650B2uspto-grants-2005_02