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KMID : 0043320070300020167
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Archives of Pharmacal Research
2007 Volume.30 No. 2 p.167 ~ p.171
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Stereoselective Synthesis of L-threo-Sphingosine, L-threo-Sphinganine, D-threo-Sphingosine, and D-threo-Sphinganine via Oxazoline Formation and Olefin Cross-Metathesis; Potent Protein Kinase C Inhibitor Analogues
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Tian Yong-Shou
Joo Jae-Eun
Pham Van-Thoai
Lee Kee-Young
Ham Won-Hun
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Abstract
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In this study, we explored a convenient and concise route for synthesis of L-threo-sphingosine, D-threo-sphingosine, L-threo-sphinganine and D-threo-sphinganine from commercially available L- or D-serine. The key steps are the simple preparation of trans-oxazoline and intermolecular olefin cross metathesis.
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KEYWORD
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Sphingolipid, Sphingosine, Sphinganine, Safingol, Ceramide, Amino alcohol
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