Synthesis of Enantiopure Fluorinated Ceramides; Analogues of Natural Sphingolipids

被引：4
作者：
Koroniak, Katarzyna
Haufe, Guenter [1 ]
机构：
[1] Inst Organ Chem, D-48149 Munster, Germany
来源：
SYNTHESIS-STUTTGART | 2010年 / 19期
关键词：
sphingolipids; asymmetric synthesis; acylation; fluorination; amides; SPHINGOSINE; 1-PHOSPHATE; THROMBIN INHIBITORS; PHASE-BEHAVIOR; CHEMISTRY; SCAN;
D O I：
10.1055/s-0030-1257944
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of a series of different fluorinated analogues of sphinganine and dihydroceramide using Staudinger ligation of diastereomeric 2-azido-4-fluoro-3-hydroxyoctadecanoates and subsequent selective ester reduction as key steps is presented. The formed sphingolipid analogues are interesting for medicinal studies as well as for the investigation of their phase behavior at interfaces.
引用
收藏
页码：3309 / 3314
页数：6
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