390824-26-7

Basic information

• Product Name: methyl 3-O-benzyl-β-L-ribofuranoside
• Synonyms: methyl 3-O-benzyl-β-L-ribofuranoside
• CAS NO: 390824-26-7
• Molecular Weight: 254.283
• Mol File: 390824-26-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl 3-O-benzyl-β-L-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-O-benzyl-β-L-ribofuranoside(390824-26-7)
• EPA Substance Registry System: methyl 3-O-benzyl-β-L-ribofuranoside(390824-26-7)

Safety Data

• Hazardous Substances Data: 390824-26-7(Hazardous Substances Data)

Upstream product

• 124-41-4 sodium methylate 
• 390824-24-5 methyl 3,5-di-O-benzyl-2-O-methanesulfonyl-L-arabinofuranoside 
• 339091-38-2 methyl 3,5-di-O-benzyl-L-arabinofuranoside 
• 190583-85-8 1,2-O-isopropylidene-3,5-di-O-benzyl-β-L-arabinofuranose 
• 390824-25-6 1,5-di-O-acetyl-3-O-benzyl-2-O-methanesulfonyl-L-arabinofuranose 

Downstream Products

• 659722-56-2 methyl 2,3,5-tri-O-acetyl-β/α-L-ribofuranoside 
• 390824-35-8 N²-acetyl-9-(2',3',5'-tri-O-acetyl-β-L-ribofuranosyl)-6-O-diphenylcarbamoylguanine 
• 206269-25-2 methyl 2,3,5-tri-O-acetyl-β-L-ribofuranoside 
• 390824-34-7 9-(2',3',5'-tri-O-acetyl-β-L-ribofuranosyl)-6-N-benzoyladenine 
• 390824-31-4 1-(2',5'-di-O-acetyl-3'-O-benzyl-β-L-ribofuranosyl)-5-fluorouracil 
• 390824-30-3 1-(2',5'-di-O-acetyl-3'-O-benzyl-β-L-ribofuranosyl)thymine 
• 390824-29-0 1-(2',5'-di-O-acetyl-3'-O-benzyl-β-L-ribofuranosyl)uracil 
• 446251-78-1 1-(3'-O-benzyl-β-L-ribofuranosyl)-5-fluorouracil 
• 446251-77-0 1-(3'-O-benzyl-β-L-ribofuranosyl)thymine 
• 446251-75-8 1-(3'-O-benzyl-β-L-ribofuranosyl)uracil 
• 390824-28-9 1,2,5-tri-O-acetyl-3-O-benzyl-β-L-ribofuranose 
• 144490-03-9 1,2,3,5-tetra-O-acetyl-β-L-ribofuranose 
• 26879-47-0 1-(β-L-ribofuranosyl)thymine 
• 58-96-8 L-uridine 

Relevant articles and documents

A stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides

Using an inexpensive D-galactose from the chiral pool, L-deoxyribose, L-ribose and their derivatives were synthesized via mild reaction conditions. During the synthesis of L-deoxyribose, the key deoxygenation of the 2-hydroxy group of 3,5-O-dibenzyl-methyl-L-arabinofuranoside was performed by reduction of the corresponding triflate with tetrabutylammonium borohydride in high yield. During the synthesis of L-ribose, the key step of inversion of the 2-hydroxy group in the same substrate was carried out by intramolecular SN2 tandem reaction. Then the L-ribosyl donors were submitted to glycosidations according to Vorbrüggen's conditions to give L-ribosides (L-uridine, L-5-fluorouridine, L-iodouridine, L-thymidine, L-puridine, L-adenosine and L-guanosine) in excellent yields.