103411-70-7

Basic information

• Product Name: (S)-2',3'-isopropylidenedioxypropyl tri-O-benzoyl-β-D-ribofuranoside
• Synonyms: (S)-2',3'-isopropylidenedioxypropyl tri-O-benzoyl-β-D-ribofuranoside
• CAS NO: 103411-70-7
• Molecular Weight: 576.6
• Mol File: 103411-70-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-2',3'-isopropylidenedioxypropyl tri-O-benzoyl-β-D-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2',3'-isopropylidenedioxypropyl tri-O-benzoyl-β-D-ribofuranoside(103411-70-7)
• EPA Substance Registry System: (S)-2',3'-isopropylidenedioxypropyl tri-O-benzoyl-β-D-ribofuranoside(103411-70-7)

Safety Data

• Hazardous Substances Data: 103411-70-7(Hazardous Substances Data)

Upstream product

• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 58510-41-1 di-O-benzoyl-1,2-O-(α-methoxybenzylidene)-α-D-ribofuranose 
• 29706-90-9 β-D-2,3,5-tri-O-benzoylribofuranosyl chloride 
• 77-76-9 2,2-dimethoxy-propane 
• 121836-01-9 C₃₂H₃₂O₁₀ 

Downstream Products

• 138328-66-2 (2'S)-3'-bromo-2'-hydroxypropyl tri-O-benzoyl-β-D-ribofuranoside 
• 138328-65-1 2',3'-dibromopropyl tri-O-benzoyl-β-D-ribofuranoside 
• 138328-64-0 (2'R)-2',3'-dihydroxypropyl tri-O-benzoyl-β-D-ribofuranoside 

Relevant articles and documents

The Synthesis of (R)-2',3'-Dihydroxypropyl 5-Deoxy-5-dimethylarsinyl-β-D-riboside, a Naturally Occurring Arsenic-Containing Carbohydrate

The synthesis of the title compound, isolated from the brown kelp (Ecklonia radiata) or the giant clam (Tridacna maxima), is reported.Glycosidation of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribose, either directly with (S)-1,2-di-O-benzylglycerol or via the derived orthoester with (S)-1,2-O-isopropylideneglycerol, led to two fully protected glycerol β-D-ribofuranosides.Subsequent chemical manipulations led to a common intermediate having a free hydroxy group at C 5 of the D-ribose residue.Replacement of this hydroxy group by a chlorine atom allowed the introduction of the dimethylarsinyl group at C 5 in a two-step procedure, and removal of protecting groups provided the natural product.