Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies of Steroidal α-Amino Acids. I. Synthesis of Two Epimeric 3-Amino-5α-cholestane-3-carboxylic Acids and Their Configuration
Yoshifumi MakiMakoto SatoKazunaga Obata
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1965 Volume 13 Issue 12 Pages 1377-1383

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Abstract
Two epimeric 3-amino-5α-cholestane-3-carboxylic acids were synthesized by both the Strecker method and the Bucherer-hydantoin synthesis as shown in Chart 1. The configurations of these amino acids were established by comparing the hydrolysis rate of their methyl esters. Additionally, their configurations were also supported by some other data such as the pKa' values, mass spectra, and infrared spectra of their derivatives.
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© The Pharmaceutical Society of Japan
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