88222-65-5

Basic information

• Product Name: 3,3-dimethyl-1-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)-2-butanone
• CAS NO: 88222-65-5
• Molecular Weight: 502.651
• Mol File: 88222-65-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,3-dimethyl-1-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)-2-butanone(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-dimethyl-1-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)-2-butanone(88222-65-5)
• EPA Substance Registry System: 3,3-dimethyl-1-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)-2-butanone(88222-65-5)

Safety Data

• Hazardous Substances Data: 88222-65-5(Hazardous Substances Data)

Upstream product

• 89361-52-4 2,3,5-tris-O-(phenylmethyl)-β-D-ribofuranose 
• 17510-46-2 3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene 
• 91110-24-6 Acetic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl ester 
• 64363-77-5 methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 
• 88222-65-5 3,3-dimethyl-1-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)-2-butanone 

Downstream Products

• 88222-65-5 3,3-dimethyl-1-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-2-butanone 
• 138715-90-9 ((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-acetic acid 
• 56703-52-7 ((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-acetic acid methyl ester 

Relevant articles and documents

A CONVENIENT SYNTHESIS OF C-α-D-RIBOFURANOSYL COMPOUNDS FROM 1-O-ACETYL-2,3,5-TRI-O-BENZYL-β-D-RIBOSE BY THE PROMOTION OF TRIPHENYLMETHYL PERCHLORATE

In the presence of a catalytic amount of triphenylmethyl perchlorate (trityl perchlorate), 1-O-acetyl-2,3,5-tri-O-benzyl-β-D-ribose stereoselectively reacted with trimethylsilyl nucleophiles, such as trimethylsilyl enol ether, allylsilane, and trimethylsi

Lewis Acid-mediated α-Alkoxyalkylation of Carbonyl Compounds Using α-Halo and α-Acetoxy Ethers. - Synthesis of C-Glycosides

α-Chloro and α-acetoxy ethers such as 2a-b or 4a-b react with silyl enol ethers, O-silylketene acetals, and bis-silylated acyloins in the presence of ZnX2 to form α-alkoxylalkylated carbonyl compounds.The ambident alkylating agent 36 reacts regioselectively at the oxygen-substituted C-atom to afford products such as 39, 41, and 43.The method is mild, regiospecific with respect to isomeric silyl enol ethers and does not afford undesired polyalkylated products.It can be applied in the synthesis of C-glycosides such as 52, 54, and 55.