943638-20-8

Basic information

• Product Name: 2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE
• Synonyms: 2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE
• CAS NO: 943638-20-8
• Molecular Formula: C₂₂H₂₄O₇
• Molecular Weight: 400.42176
• Mol File: 943638-20-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE(943638-20-8)
• EPA Substance Registry System: 2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE(943638-20-8)

Safety Data

• Hazardous Substances Data: 943638-20-8(Hazardous Substances Data)

Upstream product

• 55533-86-3 3-O-benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-allofuranose 

Downstream Products

• 872201-52-0 2-C-methyl-1,2,3,5-tetra-O-(4-methylbenzoyl)-D-ribofuranose 
• 1191237-39-4 C₂₃H₂₆O₇ 
• 1418141-30-6 C₃₅H₃₁N₅O₉ 
• 1246255-12-8 C₃₂H₂₈N₂O₉ 
• 1418141-21-5 C₃₉H₃₃N₃O₉ 
• 1418141-20-4 C₃₀H₂₈O₉ 
• 1448861-31-1 C₂₉H₂₈O₈ 
• 1338072-46-0 7-(2-C-methyl-β-D-ribofuranosyl)-4-(phenyl)-7H-pyrrolo[2,3-d]pyrimidine 
• 872201-66-6 C₂₄H₂₅NO₆ 
• 872201-65-5 C₂₄H₂₅NO₆ 
• 872201-74-6 C₂₅H₂₈O₇ 
• 443642-29-3 7-deaza-2'-C-methyl-adenosine 
• 1053646-61-9 4-phthalimido-7-[3',5'-di-O-(4-methylbenzoyl)-2'-C-methyl-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine 
• 741686-50-0 1,2-anhydro-3,5-di-O-(4-methylbenzoyl)-2-C-methyl-β-D-ribofuranose 

Relevant articles and documents

C-PURINE NUCLEOSIDE ANALOGS AS INHIBITORS OF RNA-DEPENDENT RNA VIRAL POLYMERASE

The present invention provides C-purine nucleoside analogs and certain derivatives thereof which are inhibitors of RNA-dependent RNA viral polymerase. These compounds are inhibitors of RNA-dependent RNA viral replication and are useful for the treatment of RNA-dependent RNA viral infection. They are particularly useful as inhibitors of hepatitis C virus (HCV) NS5B polymerase, as inhibitors of HCV replication, and/or for the treatment of hepatitis C infection. The invention also describes pharmaceutical compositions containing such C-nucleoside compounds alone or in combination with other agents active against RNA-dependent RNA viral infection, in particular HCV infection. Also disclosed are methods of inhibiting RNA-dependent RNA polymerase, inhibiting RNA-dependent RNA viral replication, and/or treating RNA-dependent RNA viral infection with the C-nucleoside compounds of the present invention.

PROCESS FOR THE PREPARATION OF RIBOFURANOSE DERIVATIVES

The present invention relates to a new process in 3 steps starting from 2-C-methyl-D-ribopentono-1,4-lactone for the preparation of tetra-acyl ribofuranose derivatives of Formula (I) useful in the synthesis of nucleotides.

Practical synthesis of a potent hepatitis C virus RNA replication inhibitor

A practical, efficient synthesis of 1, a hepatitis C virus RNA replication inhibitor, is described. Starting with the inexpensive diacetone glucose, the 12-step synthesis features a novel stereoselective rearrangement to prepare the key crystalline furanose diol intermediate. This is followed by a highly selective glycosidation to couple the C-2 branched furanose epoxide with deazapurine.