934479-84-2

Upstream product

• 934479-80-8 methanesulfonic acid 2,3,5-tris-benzyloxy-1-(1,2-dihydroxy-ethyl)-4-methanesulfonyloxy-pentyl ester 
• 67-64-1 acetone 
• 934479-78-4 methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-methanesulfonyloxy-hex-5-enyl ester 
• 180323-16-4 (2S,3R,4R,5S)-2,5-dihydroxy-1,3,4-tris(benzyloxy)-6-heptene 

Downstream Products

• 474799-78-5 N-benzyl-3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol 
• 934479-85-3 1-benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-pyrrolidine 

Relevant academic research and scientific papers

A concise synthesis of 2,5-dideoxy-2,5-imino-d-mannitol (DMDP) and HomoDMDP from l-xylose

A short and practical procedure for the preparation of C-2 substituted polyhydroxypyrrolidines is described. The C-2 substituent is introduced by a stereoselective addition of a Grignard reagent to a 2,3,5-protected aldofuranose and the cyclization to the pyrrolidine ring system is performed through a bis-mesylation/double nucleophilic displacement sequence. The efficiency of the methodology was demonstrated by its application to the synthesis of HomoDMDP and DMDP.