88222-65-5

Upstream product

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

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 academic research and scientific papers

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

A FACILE SYNTHESIS OF Α-C-RIBOFURANOSIDES FROM 1-O-ACETYL RIBOSE IN THE PRESENCE OF TRITYL PERCHLORATE

In the presence of a catalytic amount of trityl perchlorate, 1-o-acetyl ribose stereoselectively reacts with silylated nucleophiles, such as silyl enol ether, allylsilane, and trimethylsilyl cyanide, to give the corresponding α-C-ribofuranosides in excell

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.