2482-37-3Relevant articles and documents
A Stereodivergent Synthesis of D-erythro-Sphingosine and D-threo-Sphingosine from L-Serine
Garner, Philip,Park, Jung Min,Malecki, Elise
, p. 4395 - 4398 (1988)
-
Stereoselective synthesis of N,O,O,O-tetraacetyl-D-ribo-phytosphingosine, N,O,O-triacetyl-D-erythro-sphingosine and N,O,O-triacetyl sphingonine from a common chiral intermediate derived from D-mannitol
Mettu, Ravinder,Thatikonda, Narendar Reddy,Olusegun, Oladoye Sunday,Vishvakarma, Ramesh,Vaidya, Jayathirtha Rao
, p. 421 - 436 (2013/11/06)
An efficient protocol for the stereoselective synthesis of tetraacetyl-D-ribo-hytosphingosine, triacetyl-D-erythro-sphingosine and triacetyl sphinganine has been devised from a common chiral intermediate derived from commercially available D-mannitol. The key steps involved are Sharpless epoxidation, Miyashita C(2) selective endo mode azide opening of 2,3-epoxy alcohol, and selective E-Wittig olefination. ARKAT-USA, Inc.
A practical and cost-effective synthesis of d-erythro-sphingosine from d-ribo-phytosphingosine via a cyclic sulfate intermediate
Lee, Yun Mi,Lee, Seokwoo,Jeon, Hongjun,Baek, Dong Jae,Seo, Jae Hong,Kim, Deukjoon,Kim, Sanghee
experimental part, p. 867 - 872 (2011/05/05)
The practical and efficient synthesis of d-erythro-sphingosine from commercially available d-ribo-phytosphingosine is described-. An important feature of this synthesis is the selective transformation of the 3,4-vicinal diol of phytosphingosine into the characteristic E-allylic alcohol of sphingosine via a cyclic sulfate intermediate that contains a non-nucleophilic trifluoroacetamide protecting group. Georg Thieme Verlag Stuttgart - New York.