1609453-86-2

Upstream product

• 90-96-0 bis(p-methoxyphenyl)methanone 
• 2186-93-8 4,4’-dimethoxybenzophenone dimethyl acetal 
• 95715-85-8 2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 1609453-79-3 C₂₃H₂₇NO₇ 
• 1609453-77-1 C₂₄H₂₉NO₇ 

Relevant academic research and scientific papers

Synthesis of D-erythro-sphinganine through serine-derived α-amino epoxides

A total synthesis of d-erythro-sphinganine [(2S,3R)-2-aminooctadecane-1,3- diol] starting from commercial N-tert-butyloxycarbonyl-l-serine methyl ester is described. The approach is based on the completely stereoselective preparation of an α-amino epoxide obtained by treating a protected l-serinal derivative with dimethylsulfoxonium methylide. The oxirane synthon is obtained with an anti configuration fitting the (2S,3R) stereochemistry of the 2-amino-1,3-diol polar head of d-erythro-sphinganine. The synthetic procedure afforded the target compound in a 68% overall yield based on the initial amount of the starting l-serine material.