A facile synthesis of phytosphingosine from diisopropylidene-D-mannofuranose.
In the present study, an efficient method with a high overall yield for preparing phytosphingosine and an analogue was developed. Starting with commercially available 2,3;5,6-di-O-isopropylidene-d-mannofuranose, a variety of lipid moieties were incorporated to obtain phytosphingosine and an analogue. Through an eight-step manipulation, phytosphingosine was obtained with an overall yield of 57%.
Chiu
Hsin-Yi
HY
Institute of Chemistry, Academia Sinica, Nankang, Taipei 115, Taiwan.
Tzou
Der-Lii M
DL
Patkar
Laxmikant Narhari
LN
Lin
Chun-Cheng
CC
D008055:Lipids / Q000737:chemistry; D008358:Mannose / Q000737:chemistry; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D008055:Lipids; C012491:phytosphingosine; D013110:Sphingosine; D008358:Mannose