methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside

Base Information

Chemical Name:methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside
CAS No.:168567-11-1
Molecular Formula:C₂₂H₃₅F₃O₈SSi
Molecular Weight:544.662
Hs Code.:

Synonyms:methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside

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Chemical Property of methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside

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Technology Process of methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside

There total 7 articles about methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside 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: 100.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 168567-10-0
methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

: 168567-11-1
methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ja00126a013

Reference yield:

: 134355-03-6
6-deoxy-D-glucal

: 168567-11-1
methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Bu₂SnO, 2.) CsF / 1.) MeOH, reflux, 1 h, 2.) DMF, 80 deg C, 3 h

2: dimethyldioxirane / CH₂Cl₂; acetone / 0.25 h / 0 °C

3: 2 h / Ambient temperature

4: 58 percent / Et₃N / dimethylformamide / 5 h / 0 - 25 °C

5: 100 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; 3,3-dimethyldioxirane; di(n-butyl)tin oxide; triethylamine; cesium fluoride; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00126a013

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 168567-11-1
methyl 6-deoxy-2-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Bu₂SnO, 2.) CsF / 1.) MeOH, reflux, 1 h, 2.) DMF, 80 deg C, 3 h

2: dimethyldioxirane / CH₂Cl₂; acetone / 0.25 h / 0 °C

3: 2 h / Ambient temperature

4: 58 percent / Et₃N / dimethylformamide / 5 h / 0 - 25 °C

5: 100 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; 3,3-dimethyldioxirane; di(n-butyl)tin oxide; triethylamine; cesium fluoride; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00126a013