Studies in the sphingolipids series, XXXII: Synthesis and resolution into optical antipodes of C20-phytosphingosine

✍ Scribed by A. Kisić; N.Ž. Stanaćev; Lj. Gospočić; M. Proštenik

• Publisher: Elsevier Science
• Year: 1971
• Tongue: English
• Weight: 400 KB
• Volume: 7
• Category: Article
• ISSN: 0009-3084
• DOI: 10.1016/0009-3084(71)90027-2

✦ Synopsis

C20-Phytosphingosine, D(÷)-ribo-2-amino-l, 3, 4-trihydroxyeicosane (Sa), is synthesized through the following intermediates: 2-Methoxyoctadecanoic acid chloride (1)-+Ethyl 2-methoxyoctadecanoylacetoacetate (2)-+Ethyl (2-p-nitrophenylhydrazono)-2,3-dioxo-4-methoxyeicosanoate (3)-+Ethyl 2-acetamido-3-oxo-4-methoxyeicosanoate (4)-+Ethyl 2-acetamido-3-hydroxy-4-methoxyeicosanoate

(5) -+ 2-Acetamido-3-hydroxy-4-methoxyeicosanoic acid (6), 2-Amino-3-hydroxyeicosanoic acid 1,4-1actone hydrobromide (Ta, b)~DL-ribo (Sa) and