Asymmetric synthesis of D-erythro-sphingosine
نویسندگان
چکیده
منابع مشابه
Asymmetric sulfur ylide based enantioselective synthesis of D-erythro-sphingosine.
An asymmetric sulfur ylide reaction was employed to prepare an epoxide intermediate in a convergent manner. This epoxide was efficiently transformed into D-erythro-sphingosine.
متن کاملA practical synthesis of D-erythro-sphingosine using a cross-metathesis approach.
Starting from a vinylepoxide, a short and practical synthesis of D-erythro-sphingosine is described. The key transformations are a regioselective opening of the vinylepoxide and an E-selective cross-metathesis, affording the target molecule 5 in steps and 51% overall yield.
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N,N-Dimethyl-D-erythro-sphingosine (DMS) competitively inhibits sphingosine kinase (SPHK) and has been widely used to assess the role of SPHK during cellular events, including motility, proliferation, and differentiation. In the present study, the effect of DMS on the differentiation of bone marrow macrophages (BMMs) to osteoclasts was investigated. When the osteoclast precursor cells were trea...
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These enzyrnes are indisputably valuable but have certain disadvantages, among which is often imperfect enantioselectivity. The standards in enantioselective synthesis are now very high: for most applications, an enantiomeric excess (ee) in an enantioselective step of less than 90% is essentially useless, and values of ee >99% are very desirable.a It is often difficult to achieve broad substrat...
متن کاملTHE SYNTHESIS OF D-ERYTHRO- AND D-THREO-a-AMINO-
In 1931 Klenk and Diebold (1) reported that sphingosine, upon oxidative degradation, gave rise to myristic acid and an optically active dihydroxyaminobutyric acid, [o(]A3 = 33.4”, which these authors characterized as an cY-amino-p ,r-dihydroxy-n-butyric acid. 5 years later Fischer and Feldmann (2), starting from D-glyceric aldehyde, synthesized an optically active oc-amino-p ,r-dihydroxy-n-buty...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 1991
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)87088-5