917590-92-2

Basic information

• Product Name: p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside
• Synonyms: p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside
• CAS NO: 917590-92-2
• Molecular Weight: 578.802
• Mol File: 917590-92-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside(917590-92-2)
• EPA Substance Registry System: p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside(917590-92-2)

Safety Data

• Hazardous Substances Data: 917590-92-2(Hazardous Substances Data)

Upstream product

• 845868-93-1 1,2,3-tri-O-acetyl-5-O-t-butyldiphenylsilyl-D-arabinofuranose 
• 106-45-6 para-thiocresol 

Downstream Products

• 1308871-84-2 2,3-di-O-acetyl-5-O-t-butyldiphenylsilyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose 
• 1268603-99-1 2-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose 
• 1268603-95-7 2-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose 
• 1268604-22-3 2-O-benzoyl-3,5-O-(tetraisopropylsiloxane-1,3-diyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose 
• 1268604-21-2 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose 
• 1268604-02-9 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose 
• 917590-91-1 p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside 
• 917590-96-6 p-tolyl 2-O-benzyl-3,5-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside 
• 920281-46-5 2,3-di-O-benzyl-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside 
• 204918-57-0 (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol 
• 204918-49-0 p-methylphenyl 1-thio-α-D-arabinofuranoside 

Relevant articles and documents

Stereoselective synthesis of a fragment of mycobacterial arabinan

Strategies for the stereoselective synthesis of mycobacterial arabinan were explored. Arabinofuranosyl donors with various protective groups were screened in terms of suitability for β-(1,2-cis)-selective glycosylation. The protective group was found to affect the stereoselectivity of arabinofuranosylation. β-Selectivity was drastically enhanced by using donors protected with 3,5-TIDPS, possibly due to conformational constraints on the furanose ring. Synthesis of heptaarabinofuranoside was then performed to demonstrate the practicality of this methodology.