Synthesis of Phytosphingosine *
β Scribed by Weiss, Benjamin; Stiller, Richard L.
- Book ID
- 127131830
- Publisher
- American Chemical Society
- Year
- 1965
- Tongue
- English
- Weight
- 228 KB
- Volume
- 4
- Category
- Article
- ISSN
- 0006-2960
No coin nor oath required. For personal study only.
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## Abstract Reaction of the lithium acetylide prepared from bromooctene 2 with 2,4β__O__βbenzylideneβDβthreose (1) yielded the epimeric dodecβ5βynetetrol derivatives 3a, b. Reaction of the Grignard reagent of bromooctene 2 with 1 gave (__E__,Z)βdodecβ5βeneβtetrol derivatives (__E__,Z)β12a,b. From t
## Abstract For Abstract see ChemInform Abstract in Full Text.
D-r/bo-Phytosphingosine I was conveniently synthesized from N-benzoyl-D-gluco~mnine $ by an improved route in which regioselective O-methanesulfonation and dias~ereoselective Grignard addition are involved as key steps. Using a synthetic intermediate of 1, novel D-rJbo-pbytosphingosinetype glycolipi
Phytosphingosine prepared from the yeast Hansenula ciferrff was used for synthesis of galactosphingolipids. Glycosidation of N-dichloroacetyl and 3,4-di-O-benzoyl protected phytosphingosine was performed with acetobromogalactose in the presence of mercury cyanide. By subsequent alkaline hydrolysis o