Volume 20, Issue 22
Natural Products
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ChemInform Abstract: Unsaturated Amino Acids: Synthesis of trans-3,4-Didehydro Analogues of L-Ornithine and L-Arginine.

V. TOLMAN

V. TOLMAN

Inst. Nuclear Biol. Radiochem., Czechoslovak Acad. Sci., 14220 Prague, Czechoslovakia

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P. SEDMERA

P. SEDMERA

Inst. Nuclear Biol. Radiochem., Czechoslovak Acad. Sci., 14220 Prague, Czechoslovakia

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First published: May 30, 1989

Abstract

The key steps in the synthesis of the unsaturated amino acids (VIII) and (X) are the coupling of the N-acetylaminomalonate (I) with the propiolate (II), forming the trans-configurated acrylate (III), and the Gabriel amination of the chloride (V) with potassium phthalimide (VI).

ChemInform Abstract

The key steps in the synthesis of the unsaturated amino acids (VIII) and (X) are the coupling of the N-acetylaminomalonate (I) with the propiolate (II), forming the trans-configurated acrylate (III), and the Gabriel amination of the chloride (V) with potassium phthalimide (VI). N-Deacetylation is achieved by enzymatic hydrolysis.

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