932719-28-3

Basic information

• Product Name: p-cresyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside
• Synonyms: p-cresyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside
• CAS NO: 932719-28-3
• Molecular Weight: 486.748
• Mol File: 932719-28-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: p-cresyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-cresyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside(932719-28-3)
• EPA Substance Registry System: p-cresyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside(932719-28-3)

Safety Data

• Hazardous Substances Data: 932719-28-3(Hazardous Substances Data)

Upstream product

• 527682-82-2 4'-methylphenyl 1-thio-α-L-arabinofuranoside 
• 106-45-6 para-thiocresol 
• 13035-61-5 1,2,3,6-tetra-O-acetyl-5-deoxy-α-L-arabino-hexofuranose 
• 100-39-0 benzyl bromide 

Downstream Products

• 1253375-86-8 trans-N-tert-butyloxycarbonyl-4-hydroxy-4-[2-benzyl-3,5-(di-tert-butylsilylene)-β-L-arabinofuranosyl]-L-proline allyl ester 
• 1253375-75-5 p-tolyl 2-benzyl-3,5-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside S-oxide 

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.