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Oximes of 3,4-dimethoxyphenylpyruvic acid esters

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专利汇可以提供Oximes of 3,4-dimethoxyphenylpyruvic acid esters专利检索,专利查询,专利分析的服务。并且Oximes of 3,4-dimethoxyphenylpyruvic acid, lower alkyl esters, and their salts. These compounds can be produced by reacting a 3,4-dimethoxybenzylmalonic acid, di- (lower alkyl) ester with a lower alkyl nitrite in the presence of a base. The oximes are then converted by reductive acetylation, selective hydrolysis of the lower alkyl ester group, and acidification to N-acetyl-3(3,4-dimethoxyphenyl)alanine. The latter compound is converted to 3-(3,4-dimethoxyphenyl)-L-alanine by the enzymatic action of an acylase and then to 3-(3,4-dihydroxyphenyl)-L-alanine by cleavage of the ether groups.,下面是Oximes of 3,4-dimethoxyphenylpyruvic acid esters专利的具体信息内容。

  • 2. A compound according to claim 1 which is 3,4-dimethoxyphenylpyruvic acid, methyl ester, oxime.
  • 3. Process for the production of N-acetyl-3-(3,4-dimethoxyphenyl)alanine which comprises the sequence of (a) reacting a 3,4-dimethoxyphenylpyruvic acid, lower alkyl ester, oxime with hydrogen and acetic anhydride in the presence of a hydrogenation catalyst, (b) reacting the resulting N-acetyl-3-(3, 4-dimethoxyphenyl)alanine, lower alkyl ester, with an aqueous base at a pH of 9 to 13 whereby selective hydrolysis of the lower alkyl ester group occurs without substantial hydrolysis of the N-acetyl group, and (c) reacting the resulting salt of N-acetyl-3-(3,4-dimethoxyphenyl)alanine with an acid to produce N-acetyl-3-(3,4-dimethoxyphenyl)-alanine in free acid form.
  • 4. Process according to claim 3 wherein the hydrogenation catalyst is palladium on charcoal.
  • 5. Process according to claim 3 wherein the selective hydrolysis is carried out in aqueous methanol at a temperature of substantially 50* to 60* C. and a pH of substantially 10 to 12.
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