1408058-27-4

Basic information

• Product Name: benzyl 2,3-O-isopentylidene-5-O-trimethylsilyl-α-D-lyxofuranoside
• Synonyms: benzyl 2,3-O-isopentylidene-5-O-trimethylsilyl-α-D-lyxofuranoside
• CAS NO: 1408058-27-4
• Molecular Weight: 380.557
• Mol File: 1408058-27-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: benzyl 2,3-O-isopentylidene-5-O-trimethylsilyl-α-D-lyxofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2,3-O-isopentylidene-5-O-trimethylsilyl-α-D-lyxofuranoside(1408058-27-4)
• EPA Substance Registry System: benzyl 2,3-O-isopentylidene-5-O-trimethylsilyl-α-D-lyxofuranoside(1408058-27-4)

Safety Data

• Hazardous Substances Data: 1408058-27-4(Hazardous Substances Data)

Upstream product

• 1393086-00-4 C₁₇H₂₂O₅ 
• 1408058-26-3 benzyl 2,3-O-isopentylidene-5-O-acetyl-α-D-lyxofuranoside 
• 75-77-4 chloro-trimethyl-silane 
• 1408058-24-1 benzyl 2,3-O-isopentylidene-α-D-lyxofuranoside 
• 3458-28-4 D-Mannose 
• 1393085-97-6 2,3:5,6-di-O-isopentylidene-α-D-mannofuranose 
• 1393085-98-7 benzyl 2,3:5,6-di-O-isopentylidene-α-D-mannofuranoside 
• 1393085-99-8 benzyl 2,3-O-isopentylidene-α-D-mannofuranoside 

Downstream Products

• 1408058-26-3 benzyl 2,3-O-isopentylidene-5-O-acetyl-α-D-lyxofuranoside 
• 1408058-28-5 C₁₇H₂₆O₅ 
• 1408058-38-7 C₁₇H₂₆O₅ 
• 1408058-29-6 C₂₃H₄₀O₅Si 
• 1408058-24-1 benzyl 2,3-O-isopentylidene-α-D-lyxofuranoside 
• 1408058-30-9 C₂₃H₃₉N₃O₄Si 
• 1408058-31-0 C₂₅H₄₃NO₅Si 
• 1408058-32-1 C₁₉H₂₉NO₅ 
• 1408058-34-3 C₁₉H₂₇NO₅ 
• 1149345-89-0 ethyl (3R,4R,5R)-4-acetamido-3-(1-ethyl-propoxy)-5-hydroxy-cyclohex-1-ene-1-carboxylate 
• 1132659-99-4 (3R,4S,5R)-4-acetylamino-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-enecarboxylic acid ethyl ester 
• 204255-06-1 oseltamivir 
• 196618-13-0 oseltamivir 
• 204255-11-8 oseltamivir phosphate 

Relevant articles and documents

An efficient synthesis and regioselective hydrogenolysis of dioxolane-type of carbohydrates

Carbohydrates, inexpensive chiral sources, are very useful for many syntheses of chiral bioactive compounds. We have chosen to synthesize benzyl α-d-mannofuranosides and d-lyxofuranosides with dioxolane-type, 2,3-O-isopentylidene and 2,3-O-benzylidene acetals from d-mannose. Interestingly, we have discovered new knowledge about the cleavage of dioxolane-type using two catalysts, Cu(OTf)2/BH3·THF and TiCl4/Et3SiH. The results showed that the regioselectivity of the benzylidene acetal ring opening was affected by the adjacent hydroxy (OH) group and was not directed by the stereochemistry of the acetal center. The substrates containing OH groups at position 5 can be cleaved by Cu(OTf)2/BH3·THF in tetrahydrofuran to exclusively provide the 2-O-benzyl-3-hydroxy compounds. When the substrates bore the OH group at position 6, using TiCl4/Et3SiH in dichloromethane gave a similar pattern. If the substrates lacked the OH group at position 5 or 6, the reactions did not proceed or gave low selectivity. Our discovery is very useful for dioxolane-type ring opening of carbohydrate synthesis.