๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

Stereocontrolled synthesis of novel phytosphingosine-type glucosaminocerebrosides

โœ Scribed by Teiichi Murakami; Kazuhiro Taguchi


Book ID
104209040
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
1006 KB
Volume
55
Category
Article
ISSN
0040-4020

No coin nor oath required. For personal study only.

โœฆ Synopsis


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 glycolipids 2a and 2b, unnatural homologues of antifungal cerebrosides Halicylindrosides, were efficiently synthesized in a stereoeontrolled mannar.


๐Ÿ“œ SIMILAR VOLUMES


ChemInform Abstract: Synthetic Studies o
โœ Teiichi Murakami; Kazuhiro Taguchi ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 34 KB ๐Ÿ‘ 2 views

Synthetic Studies on Sphingolipids. Part 5. Stereocontrolled Synthesis of Novel Phytosphingosine-Type Glucosaminocerebrosides. -Phytosphingosine (X) is prepared by an improved route involving regioselective O-methanesulfonation and diastereoselective Grignard addition as key steps. The novel glucos

Regio- and stereocontrolled synthesis of
โœ Teiichi Murakami; Hiroyuki Minamikawa; Masakatsu Hato ๐Ÿ“‚ Article ๐Ÿ“… 1994 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 355 KB

AbstracL Deryrhro-Sphingosine (1) and phytosphingosine (2) have been efficiently synthesized from D-glucosamine by utilizing its whole carbon skeleton and functional groups. In this synthetic route, regioselective alkylation of the epoxy-tosylate 9 was achieved with a copper(I)-catalyzed Grignard re