204918-49-0

Basic information

• Product Name: p-methylphenyl 1-thio-α-D-arabinofuranoside
• Synonyms: p-methylphenyl 1-thio-α-D-arabinofuranoside
• CAS NO: 204918-49-0
• Molecular Weight: 256.323
• Mol File: 204918-49-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: p-methylphenyl 1-thio-α-D-arabinofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-methylphenyl 1-thio-α-D-arabinofuranoside(204918-49-0)
• EPA Substance Registry System: p-methylphenyl 1-thio-α-D-arabinofuranoside(204918-49-0)

Safety Data

• Hazardous Substances Data: 204918-49-0(Hazardous Substances Data)

Upstream product

• 352438-38-1 p-tolyl 2,3,5-tri-O-benzoyl-1-thio-α-D-arabinofuranoside 
• 61826-42-4 tetra-O-acetyl-D-arabinofuranose 
• 90244-44-3 methyl 2,3,5-tri-O-acetyl-α,β-D-arabinofuranoside 
• 106-45-6 para-thiocresol 
• 79083-42-4 methyl D-arabinofuranoside 
• 917590-92-2 p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside 
• 845868-93-1 1,2,3-tri-O-acetyl-5-O-t-butyldiphenylsilyl-D-arabinofuranose 
• 13035-61-5 1,2,3,5-tetra-O-acetyl-α-D-arabinofuranose 

Downstream Products

• 204918-56-9 p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside 
• 1373616-47-7 C₂₉H₄₈O₇SSi₂ 
• 1373616-53-5 C₃₈H₄₂O₁₄ 
• 1373616-52-4 C₄₃H₆₄O₁₄Si₂ 
• 1373616-51-3 C₁₉H₂₆O₈ 
• 1373616-50-2 C₃₁H₅₂O₉Si₂ 
• 1373616-49-9 C₃₂H₅₀O₆SSi₂ 
• 1352996-44-1 p-tolyl-2,3-di-O-benzoyl-α-D-arabinofuranosyl-(1->5)-[2,3-di-O-benzoyl-α-D-arabinofuranosyl-(1->2)]-3-O-benzoyl-1-thio-α-D-arabinofuranoside 
• 1396155-86-4 C₂₃H₂₄O₇S 
• 1352996-43-0 p-tolyl-3-O-benzoyl-1-thio-α-D-arabinofuranoside 
• 1352996-33-8 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranose 
• 1352996-31-6 5-O-acetyl-2,3-di-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranose 
• 1352996-30-5 p-tolyl-2,3-di-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-1-thio-α-D-arabinofuranoside 
• 1352996-29-2 p-tolyl-5-O-acetyl-2,3-di-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-1-thio-α-D-arabinofuranoside 

Relevant articles and documents

β-Selective xylulofuranosylation: Via a conformationally-restricted glycosyl donor

Reported is the first stereoselective method for β-xylulofuranosylation, which employs 3,4-O-xylylene-protected thioglycoside donors. For most acceptors, the best results were observed with a donor (8) that possesses both the xylylene group and a benzoate ester at O-1. To demonstrate its utility, the methodology was applied to the first synthesis of the pentasaccharide repeating unit from the lipopolysaccharide O-Antigen of Yersinia enterocolitica serovars O:5/O:5,27, a structure containing two β-xylulofuranose residues.

β-selective arabinofuranosylation using a 2,3-o-xylylene-protected donor

Reported is a novel stereoselective β-arabinofuranosylation that makes use of a conformationally restricted 2,3-O-xylylene-protected arabinofuranosyl donor. Optimization of the reaction conditions showed that factors including the structure of the accepto

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.