2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:503830-11-3
Molecular Formula:C₆₈H₇₈O₁₂Si₂
Molecular Weight:1143.53
Hs Code.:

2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Synonyms:2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 6 articles about 2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 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: 89.0%

: 98-88-4
benzoyl chloride

: 503830-10-2
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 503830-11-3
2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 5h;
DOI:10.1016/S0008-6215(02)00295-1

Reference yield:

: 117253-05-1
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 503830-11-3
2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 2,3-dichloro-5,6-dicyano-p-benzoquinone / CH₂Cl₂ / 1.17 h / 0 - 20 °C

2: 37 percent / 2,6-di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate / CH₂Cl₂ / 26 h / 0 - 20 °C

3: 89 percent / pyridine / 5 h / 20 °C

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; methyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/S0008-6215(02)00295-1

Reference yield:

: 142924-31-0
S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 503830-11-3
2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 54 percent / aq. NaOH; Bu₄NBr / CH₂Cl₂ / 30 h / Heating

2: 91 percent / imidazole / dimethylformamide / 18 h / 50 °C

3: 2,3-dichloro-5,6-dicyano-p-benzoquinone / CH₂Cl₂ / 1.17 h / 0 - 20 °C

4: 37 percent / 2,6-di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate / CH₂Cl₂ / 26 h / 0 - 20 °C

5: 89 percent / pyridine / 5 h / 20 °C

With pyridine; 1H-imidazole; sodium hydroxide; 2,6-di-tert-butyl-4-methylpyridine; tetrabutylammomium bromide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; methyl trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00295-1