402829-39-4

Upstream product

• 402829-37-2 Methanesulfonic acid (5R,6S)-6-benzoylamino-2,2-dimethyl-[1,3]dioxepan-5-yl ester 
• 98-88-4 benzoyl chloride 
• 402829-38-3 Methanesulfonic acid (R)-2-hydroxy-1-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-ethyl ester 

Downstream Products

• 402829-40-7 (R)-1-((S)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-hexadecan-1-ol 

Relevant academic research and scientific papers

A highly efficient and versatile synthesis of D- and L-erythro-sphinganine

An expedient convergent synthesis of naturally occurring C18-erythro-sphinganine (dihydrosphingosine, 1) is presented. Chiral protected 2-amino-1,3,4-butanetriol 6 is readily transformed into oxazolinyl oxirane building block 9, which is alkylated by a copper mediated SN2 type nucleophilic substitution with tetradecylmagnesium chloride. This method promises to be suited for largescale syntheses and for rapid access to sphinganine analogues modified in the backbone.