A Facile Synthesis of Opically Pure Amines by Reduction of N-Acyl-α-methoyalkylamines Derived from α-Amino Acids Using Triethylsilane

Hiroyoshi YAMAZAKI; Hiroshi HORIKAWA; Takashi NISHITANI; Tameo IWASAKI

doi:10.1248/cpb.38.2024

Hiroyoshi YAMAZAKI, Hiroshi HORIKAWA, Takashi NISHITANI, Tameo IWASAKI

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Keywords: optically pure amine, triethylsilane, decarboxylation, α-amino acid, anodic oxidation, reduction, α-methoxyalkylamine

JOURNAL FREE ACCESS

1990 Volume 38 Issue 7 Pages 2024-2026

DOI https://doi.org/10.1248/cpb.38.2024

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Abstract

Optically pure amines were synthesized effectively by Lewis acid-catalyzed triethylsilane reduction of N-acyl-α-methoxyalkylamines which were readily obtained by anodic oxidation of N-acyl-α-amino acids. This method was also applied to the conversion of an N-acylpeptide into the corresponding optically pure amine derivative.

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