Improved Preparation of Racemic 2-Amino-3-(heteroaryl)propanoic Acids and Related Compounds Containing a Furan or Thiophene Nucleus

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概要

• 論文の詳細を見る

• Racemic 2-amino-3-(heteroaryl)propanoic acids (1), mostly with a furan or thiophene nucleus as a heteroaryl group, were synthesized in 48-94% yield by the reduction of 3-(heteroaryl)-2-(hydroxyimino)propanoic acids (5) with zinc dust and formic acid in the presence of a catalytic amount of iron dust at 60℃ for 2 h. Under these conditions, unfavorable hydrogenolysis of bromine on the thiophene nucleus does not occur. Traditional N-formylation of the prepared 3-(heteroaryl)alanine (1) with a mixture of formic acid and acetic anhydride afforded 2-(formylamino)-3-(heteroaryl)propanoic acids (6) in 51-95% yield.

• 公益社団法人日本薬学会の論文
• 2004-09-01

著者

• Asada Makoto

  Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University

• KITAGAWA Tokujiro

  Faculty of Pharmaceutical Sciences and High Technology Research Center, Kobe Gakuin University

• KHANDMAA Dashrenchin

  Faculty of Pharmaceutical Sciences and High Technology Research Center, Kobe Gakuin University

• FUKUMOTO Ayumi

  Faculty of Pharmaceutical Sciences and High Technology Research Center, Kobe Gakuin University

• Fukumoto Ayumi

  Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University

• Asada M

  Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University

• Kitagawa Tokujiro

  Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University

• Khandmaa Dashrenchin

  Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University:(prese

関連論文

• Improved Preparation of Racemic 2-Amino-3-(heteroaryl)propanoic Acids and Related Compounds Containing a Furan or Thiophene Nucleus
• Preparation and Root Growth-Inhibitory Activity of N-Substituted 2-(2-Chloroacetamido)-3-(furan-2-yl) propanamides
• Synthesis and Root Growth-Inhibitory Activity of 2- and 3-(Haloacetylamino)-3-(2-furyl)propanoic Acids
• Preparation of N'-[2-(5,6-Dimethylbenzothiazolyl)]-N-furfuryloxamide with Plant Growth Regulatory Activity
• Preparation of 1,6-Dihydro-3-benzazocines and Related Compounds by Base-Induced Intramolecular Cyclization of 1,2-Bis(2-isocyano-2-tosylethyl)benzene(Organic,Chemical)
• Preparation and Plant Growth-Regulatory Activity of N'-Substituted N-Furfuryloxamides
• Preparation and Plant Growth-Regulatory Activity of N'-Chloro-Substituted Phenyl- and Benzyl-N-furfuryloxamides
• An Improved Method for the Synthesis of DL-3-(2-Furyl)alanine
• Preparation and Root Growth-Modulatory Activity of N-Substituted 2-Acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides

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