methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside
CAS No.:938060-82-3
Molecular Formula:C₆₈H₇₀INO₁₃SSi
Molecular Weight:1296.36
Hs Code.:

methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside

Synonyms:methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside

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Chemical Property of methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside

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Technology Process of methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside

There total 5 articles about methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside 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: 88.0%

: 938060-80-1
methyl 4,6-O-benzylidene-2-O-(allenyl)-3-O-tert-butyldiphenylsilyl-1-thio-α-D-mannopyranoside

: 129575-89-9
p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 938060-82-3
methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; iodine; silver trifluoromethanesulfonate; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/j.tetlet.2007.02.108

Reference yield:

: 938060-78-7
methyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-3-O-tert-butyldiphenylsilyl-1-thio-α-D-mannopyranoside

: 938060-82-3
methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / t-BuOK / diethyl ether / 3.5 h / 20 °C

2: 88 percent / iodine; silver triflate; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / -78 - 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; potassium tert-butylate; iodine; silver trifluoromethanesulfonate; In diethyl ether; dichloromethane;
DOI:10.1016/j.tetasy.2007.06.026

Reference yield:

: 938060-76-5
methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-1-thio-α-D-mannopyranoside

: 938060-82-3
methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-(2-iodo-1-(p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosid-4-O-yl)prop-2-enyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / NaH / dimethylformamide; toluene / 0.17 h / 0 °C

2: 66 percent / t-BuOK / diethyl ether / 3.5 h / 20 °C

3: 88 percent / iodine; silver triflate; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / -78 - 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; potassium tert-butylate; iodine; silver trifluoromethanesulfonate; sodium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetasy.2007.06.026