p-methoxyphenyl 4,6-O-di-tert-butylsilanediyl-β-D-mannopranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucpyranoside

Base Information

Chemical Name:p-methoxyphenyl 4,6-O-di-tert-butylsilanediyl-β-D-mannopranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucpyranoside
CAS No.:309929-68-8
Molecular Formula:C₄₉H₅₉NO₁₃Si
Molecular Weight:898.092
Hs Code.:

Synonyms:p-methoxyphenyl 4,6-O-di-tert-butylsilanediyl-β-D-mannopranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucpyranoside

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Chemical Property of p-methoxyphenyl 4,6-O-di-tert-butylsilanediyl-β-D-mannopranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucpyranoside

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Technology Process of p-methoxyphenyl 4,6-O-di-tert-butylsilanediyl-β-D-mannopranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucpyranoside

There total 2 articles about p-methoxyphenyl 4,6-O-di-tert-butylsilanediyl-β-D-mannopranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucpyranoside 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: 93.0%

: di-tert-butylsilanediylditriflate

: 309929-67-7
p-methoxyphenyl 2,3-O-p-methoxybenzylidene-β-D-mannopyranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 309929-68-8
p-methoxyphenyl 4,6-O-di-tert-butylsilanediyl-β-D-mannopranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucpyranoside

Guidance literature:: di-tert-butylsilanediylditriflate; p-methoxyphenyl 2,3-O-p-methoxybenzylidene-β-D-mannopyranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside; With 2,6-di-tert-butyl-4-methylpyridine; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

With pyridinium p-toluenesulfonate; In methanol; dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1016/S0008-6215(00)00123-3

Reference yield:

: 309929-66-6
p-methoxyphenyl O-[2,3-O-(p-methoxybenzylidene)-4,6-O-(1,1,3,3-tetraisopropyl)disiloxanylidene-β-D-mannopyranosyl]-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 309929-68-8
p-methoxyphenyl 4,6-O-di-tert-butylsilanediyl-β-D-mannopranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucpyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 99 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C

2.1: 2,6-di-tert-butyl-4-methylpyridine / dimethylformamide / 1.5 h / 20 °C

2.2: 93 percent / pyridinium p-toluenesulfonate / CH₂Cl₂; methanol / 2.5 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Ring cleavage / 2.1: Alkylation / 2.2: Ring cleavage;
DOI:10.1016/S0008-6215(00)00123-3

Reference yield: 83.0%

: 65827-59-0
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

: 309929-68-8
p-methoxyphenyl 4,6-O-di-tert-butylsilanediyl-β-D-mannopranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucpyranoside

: 309929-69-9
p-methoxyphenyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1-> 3)-4,6-di-tert-butylsilanediyl-β-D-mannopyranosyl-(1-> 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -40 - -30 ℃; for 2h;
DOI:10.1016/S0008-6215(00)00123-3