218146-76-0

Basic information

• Product Name: 3-O-ethynyl-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose
• Synonyms: 3-O-ethynyl-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose
• CAS NO: 218146-76-0
• Molecular Weight: 456.538
• Mol File: 218146-76-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-O-ethynyl-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3-O-ethynyl-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose(218146-76-0)
• EPA Substance Registry System: 3-O-ethynyl-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose(218146-76-0)

Safety Data

• Hazardous Substances Data: 218146-76-0(Hazardous Substances Data)

Upstream product

• 79-01-6 Trichloroethylene 
• 20590-53-8 1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 

Downstream Products

• 218146-84-0 (3'S, 4'R)-1,2-O-isopropylidene-3-O-(3'-dimethylphenylsilylazetidin-2'-on-4'-yl)-5-O-trityl-α-D-xylofuranose 
• 218146-92-0 (3'S, 4'R)-1,2-O-isopropylidene-3-O-(3'-t-butyldimethylsilyl-azetidin-2'-on-4'-yl)-5-O-trityl-α-D-xylofuranose 
• 218146-93-1 (3'R, 4'R)-1,2-O-isopropylidene-3-O-(3'-t-butyldimethylsilyl-azetidin-2'-on-4'-yl)-5-O-trityl-α-D-xylofuranose 
• 218146-94-2 (3'R, 4S)-1,2-O-isopropylidene-3-O-(3'-t-butyldimethylsilyl-azetidin-2'-on-4'-yl)-5-O-trityl-α-D-xylofuranose 
• 218146-83-9 (3'S, 4'R)-1,2-O-isopropylidene-3-O-(3'-trimethylsilylazetidin-2'-on-4'-yl)-5-O-trityl-α-D-xylofuranose 
• 218146-88-4 (3'S, 4'R)-1,2-O-isopropylidene-3-O-(3'-dimethylphenylsilylazetidin-2'-on-4'-yl)-5-O-tosyl-α-D-xylofuranose 
• 218146-81-7 (Z)-3-O-(2'-dimethylphenylsilylvinyl)-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 
• 218146-82-8 (Z)-3-O-(2'-t-butyldilmethylsilylvinyl)-1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 
• 218146-97-5 (3'S, 4'R)-1,2-O-isopropylidene-3-O-(3'-t-butyldimethylsilylazetidin-2'-on-4'-yl)-5-O-tosyl-α-D-xylofuranose 
• 218146-80-6 (Z)-1,2-O-isopropylidene-3-O-(2'-trimethylsilyl-vinyl)-5-O-trityl-α-D-xylofuranose 
• 218146-87-3 (3'S, 4'R)-1,2-O-isopropylidene-3-O-(3'-trimethylsilylazetidin-2'-on-4'-yl)-5-O-tosyl-α-D-xylofuranose 
• 218146-86-2 (3'S, 4'R)-1,2-O-isopropylidene-3-O-(3'-dimethylphenylsilylazetidin-2'-on-4'-yl)-α-D-xylofuranose 

Relevant articles and documents

[2+2]Cycloaddition of chlorosulfonyl isocyanate to (Z) 3-O-(2'- silylvinyl) ethers of 1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose

The asymmetric [2+2]cycloaddition of chlorosulfonyl isocyanate to 1,2- O-isopropylidene-3-O-(2'-silylvinyl)-5-O-trityl-α-D-xylofuranoses proceeds with high stereoselectivity in a good yield to afford the corresponding azetidin-2-ones with (R) configuration at the newly formed stereogenic center. The bulky t-butyldimethylsilyl substituent causes partial epimerization at C-3' carbon atom of the azetidin-2-one ring. Intramolecular alkylation of the nitrogen atom by the terminal carbon of the sugar chain gives 1-oxacephams; basic conditions of cyclization cause desilylation or partial desilylation of products.