Synthesis of DL-threo- and DL-erythro-2-d-C14-Dihydrosphingosines

Abstract
The synthesis of DL-threo- and DL-erythro-2-d-C14-dihydrosphingosines [threo- (1) and erythro- (1)] was carried out. The catalytic reduction of sodium salt of aci-2-nitro-1, 3-tetradecanediol in acetic acid-O-d gave 2-amino-2-d-1, 3-tetradecanediol (1). Threo- (1) and erythro- (1) were separated by the fractional crystallization of the N, O, O-triacetyl and N-acetyl derivatives of (1) [(2) and (3)]. The structures and deuterium content (ca. 60%) of threo- (1) and erythro- (1) were determined by mass spectrometry.

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