1253375-75-5

Basic information

• Product Name: p-tolyl 2-benzyl-3,5-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside S-oxide
• Synonyms: p-tolyl 2-benzyl-3,5-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside S-oxide
• CAS NO: 1253375-75-5
• Molecular Weight: 502.747
• Mol File: 1253375-75-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-tolyl 2-benzyl-3,5-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside S-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: p-tolyl 2-benzyl-3,5-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside S-oxide(1253375-75-5)
• EPA Substance Registry System: p-tolyl 2-benzyl-3,5-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside S-oxide(1253375-75-5)

Safety Data

• Hazardous Substances Data: 1253375-75-5(Hazardous Substances Data)

Upstream product

• 932719-28-3 p-cresyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside 

Relevant articles and documents

Synthesis of a dimer of β-(1,4)-l-arabinosyl-(2 S,4 R)-4-hydroxyproline inspired by art v 1, the major allergen of mugwort

Nα-tert-Butoxycarbonyl-l-trans-4-hydroxyproline allyl ester (Boc-Hyp-OAll) was glycosylated with 2,3,5-tri-O-benzyl-l-arabinose p-cresylthioglycoside in 60% yield with 4:1 β:α stereoselectivity. Deprotection of N- and C-terminii independently gave a prolyl amine and prolyl carboxylate respectively that were coupled under standard conditions with 1-[bis-(dimethylamino)methylene]-1H-1,2,3-triazolo-[4,5,b]-pyridininium hexafluorophosphate 3-oxide (N-HATU) to give the dimer 1 in 46% yield. These results represent the first steps toward the production of homogeneous oligomers to determine the minimal epitope of the Art v 1 allergen.