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Synthesis of D-erythro-sphingosine and D-erythro-sphinganine via 3-ketosphinganine

✍ Scribed by Robert V. Hoffman; Junhua Tao

Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 212 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)00733-3

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✦ Synopsis

D-erythro-sphingosine and D-esythro-sphinganine can be produced in protected form from serine by a synthetic approach in which the normal biological intermediate 3-ketosphinganine in protectyed form, is a key synthetic intermediate. The sequence is short and convergent, proceeds in good overall yields (-30% for 6 steps) and with excellent stereocontrol (>91% de, >95% ee).

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