335595-99-8

Upstream product

• 471907-67-2 Benzoic acid (E)-(R)-(R)-1-(1,4-dioxa-spiro[4.5]dec-2-yl)-hexadec-2-enyl ester 
• 471907-69-4 Acetic acid (R)-(R)-1-(1,4-dioxa-spiro[4.5]dec-2-yl)-hexadec-2-ynyl ester 
• 471907-68-3 Acetic acid (S)-(R)-1-(1,4-dioxa-spiro[4.5]dec-2-yl)-hexadec-2-ynyl ester 
• 471907-65-0 (S)-(R)-1-(1,4-Dioxa-spiro[4.5]dec-2-yl)-hexadec-2-yn-1-ol 
• 471907-64-9 (2R,3R)-1,2-O-cyclohexylidene-4-octadecyne-1,2,3-triol 
• 471907-66-1 (2R,3R,4E)-1,2-O-cyclohexylidene-4-octadecene-1,2,3-triol 
• 98-88-4 benzoyl chloride 
• 765-13-9 pentadec-1-yne 
• 67373-56-2 chlorodimethyl(1,1,2-trimethylpropyl)silane 
• 202464-96-8 (2R,3R,4E)-3-benzoyloxyoctadec-4-ene-1,2-diol 

Downstream Products

• 152142-06-8 (1'R,1R,2E)-benzoic acid 1-(1'-azido-2'-hydroxyethyl)hexadec-2-enyl ester 
• 335596-01-5 Benzoic acid (E)-(R)-1-{(S)-1-azido-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-ethyl}-hexadec-2-enyl ester 
• 103348-50-1 (2S,3R,4E)-2-azido-3-benzoyloxy-4-octadecen-1-ol 
• 844476-65-9 Benzoic acid (E)-(R)-1-{(R)-1-chloromethanesulfonyloxy-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-ethyl}-hexadec-2-enyl ester 
• 335596-00-4 (2S,3R,4E)-3-benzoyloxy-2-methylsulfonyloxy-1-thexyldimethylsilyloxy-octadec-4-ene 

Relevant academic research and scientific papers

Chemoenzymatic stereoconvergent synthesis of 3-O-benzoyl azidosphingosine

The synthesis of 3-O-benzoyl azidosphingosine 1 through a stereoconvergent approach is described. Nucleophilic addition of the Grignard reagent of 1-pentadecyne to cyclohexylidene-D-glyceraldehyde results in a mixture of diastereoisomeric propargylic alco

A short and practical route to 3-O-benzoyl azidosphingosine

A short and practical route to 3-O-benzoyl azidosphingosine from D-xylose is described. The synthesis avoids the use of expensive and hazardous chemicals (i.e. mercury salts), and it is reproducible up to at least a 20 g scale. Furthermore, the synthesis proceeds to 3-O-benzoyl azidosphingosine with a minimum of protection group manipulation, by exploiting a regioselective protection of the primary HO-1 with thexyldimethylsilyl chloride.