402829-44-1

Upstream product

• 402829-43-0 Methanesulfonic acid (S)-2-hydroxy-1-((R)-2-phenyl-4,5-dihydro-oxazol-4-yl)-ethyl ester 
• 98-88-4 benzoyl chloride 
• 402829-42-9 Methanesulfonic acid (5S,6R)-6-benzoylamino-2,2-dimethyl-[1,3]dioxepan-5-yl ester 

Downstream Products

• 402829-45-2 (S)-1-((R)-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.