p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

Base Information

• Chemical Name: p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside
• CAS No.: 204918-58-1
• Molecular Formula: C₃₁H₄₆O₆SSi₂
• Molecular Weight: 602.94

Synonyms:p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

Chemical Property of p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

There total 9 articles about p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

benzoyl chloride (98-88-4) + (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol (204918-57-0) → p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside (204918-58-1)

Guidance literature:

With pyridine;

DOI:10.1016/S0960-894X(98)00049-3

Reference yield:

C31H44O8Si2 + para-thiocresol (106-45-6) → p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside (204918-58-1)

Guidance literature:

With boron trifluoride diethyl etherate; at 0 ℃; for 1.5h;

DOI:10.1021/ja070330k

Reference yield:

p-tolyl 3,5-O-(tetra-isopropylsiloxane-1,3-diyl)-1-thio-D-arabinofuranoside + benzoyl chloride (98-88-4) → p-tolyl 2-O-benzoyl-3,5-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-β-D-arabinofuranoside + p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside (204918-58-1)

Guidance literature:

With pyridine; at 0 - 25 ℃; for 3h; Overall yield = 80 percent; Overall yield = 7.35 g;

DOI:10.1039/d1cc06270k

upstream raw materials:

benzoyl chloride

(2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol

para-thiocresol

methyl D-arabinofuranoside

Downstream raw materials:

methyl 5-O-[2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropylsiloxane-1,3-diyl)-α-D-arabinofuranosyl]-2,3-di-O-benzoyl-α-D-arabinofuranoside

octyl 2,3-di-O-benzoyl-5-O-(2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropylsiloxane-1,3-diyl)-α-D-arabinofuranosyl)-α-D-arabinofuranoside

8-azidooctyl 5-O-[3,5-O-(1,1,3,3-tetra-isopropylsiloxane-1,3-diyl)-α-D-arabinofuranosyl]-2,3-di-O-benzyl-α-D-arabinofuranoside

methyl 2-O-benzoyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

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