138513-06-1

Basic information

• Product Name: methyl 4,6-O-benzylidene-2,3-O-thiocarbonyl-α-D-glucoside
• Synonyms: methyl 4,6-O-benzylidene-2,3-O-thiocarbonyl-α-D-glucoside
• CAS NO: 138513-06-1
• Molecular Weight: 324.354
• Mol File: 138513-06-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 4,6-O-benzylidene-2,3-O-thiocarbonyl-α-D-glucoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4,6-O-benzylidene-2,3-O-thiocarbonyl-α-D-glucoside(138513-06-1)
• EPA Substance Registry System: methyl 4,6-O-benzylidene-2,3-O-thiocarbonyl-α-D-glucoside(138513-06-1)

Safety Data

• Hazardous Substances Data: 138513-06-1(Hazardous Substances Data)

Upstream product

• 463-71-8 thiophosgene 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 192769-47-4 C₁₅H₁₇ClO₆S 

Downstream Products

• 192769-50-9 (3aS,4S,5aR,8R,9aR,9bS)-4-Methoxy-8-phenyl-hexahydro-1,5,7,9-tetraoxa-3-thia-cyclopenta[a]naphthalen-2-one 
• 192769-52-1 (3aS,4S,5aR,8R,9aR,9bR)-4-Methoxy-8-phenyl-hexahydro-3,5,7,9-tetraoxa-1-thia-cyclopenta[a]naphthalen-2-one 
• 65530-28-1 methyl 4,6-O-benzylidene-3-deoxy-α-D-glucopyranoside 
• 6752-48-3 methyl 4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 65530-27-0 (2R,4aR,6S,8aS)-(+)-6-methoxy-2-phenyl-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxine 

Relevant articles and documents

Thio-sugars III. Radical catalyzed thione-thiol rearrangement of cyclic thionocarbonates on a pyranose ring: Formation of cis-arranged cyclic thiolcarbonates

Pyranoside 3,4-cis-thionocarbonates, under radical-promoted reaction conditions (method A, B, or C, described in the text), gave O-S rearrangement products, 3,4-thiolcarbonates of cis-stereochemistry, in acceptable yields. 2,3-Thionocarbonates of trans-stereochemistry also gave the rearrangement products of cis-stereochemistry preferentially in method B (photolysis with hexabutyldistannane). Although regio-control of the product was not satisfactory in most cases, some of the results suggested that the regioselectivity of the reaction is markedly influenced by the stereochemistry of the anomeric position of the substrates. The products were converted to thioglycosides (peracetate forms) by conventional means.