765274-01-9

Upstream product

• 821-09-0 n-Pent-4-enyl alcohol 
• 4348-68-9 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide 
• 56271-35-3 2,3,5-tri-O-benzoyl-α,β-D-arabinofuranosyl bromide 
• 532-20-7 D-arabinofuranose 
• 79083-42-4 methyl D-arabinofuranoside 

Downstream Products

• 765274-02-0 β-D-arabinofuranose 1,2-(pent-4-enyl orthobenzoate) 
• 849611-14-9 2-(N-benzyloxycarbonyl)aminoethyl 2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside 
• 849611-08-1 pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside 
• 849611-26-3 Benzoic acid (2S,3S,4R,5R)-4-benzyloxy-2-(2-benzyloxycarbonylamino-ethoxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester 
• 849611-07-0 pent-4-enyl 5-O-(2-O-benzoyl-3,5-di-O-chloroacetyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside 
• 849611-15-0 2-(N-benzyloxycarbonyl)aminoethyl 5-O-{(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-(1->5)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside 
• 849611-27-4 C₆₄H₆₇NO₁₃Si 
• 765274-09-7 pent-4-enyl 2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside 
• 765274-08-6 pent-4-enyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranoside 
• 205485-60-5 4-pentenyl 3,5-di-O-benzyl-α-D-arabinofuranoside 
• 765274-06-4 4-penten-1-yl 2,3,5-tri-O-benzyl-α-D-arabinofuranoside 
• 765274-03-1 3,5-di-O-benzyl-β-D-arabinofuranose 1,2-(pent-4-enyl orthobenzoate) 
• 765274-05-3 pent-4-enyl 2-O-benzoyl-3,5-di-O-benzyl-α-D-arabinofuranoside 
• 1001894-68-3 (3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 

Relevant academic research and scientific papers

Ready preparation of furanosyl n-pentenyl orthoesters from corresponding methyl furanosides

The 3,5-di-O-benzoyl n-pentenyl orthoesters of the four pentofuranoses have been prepared. The first key intermediate in each case is the methyl pentofuranoside(s), and a user-friendly procedure for the preparation of each, based on the Callam-Lowary precedent, is described, whereby formation of the crucial α/β anomeric mixture is optimized. The mixture is used directly to prepare the corresponding perbenzoylated pentofuranosyl bromide(s) and then the title compounds.

Preparation, properties, and applications of n-pentenyl arabinofuranosyl donors

(Chemical Equation Presented) The development of n-pentenyl furanosyl donors has been tested using arabinose as a model. The readily prepared ortho ester (NPOE) is converted into disarmed (NPGAC) and thence armed (NPGALK) n-pentenyl