2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:117253-41-5
Molecular Formula:C₅₅H₆₈O₁₁Si
Molecular Weight:933.224
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 6 articles about 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-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:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 117253-41-5
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) HgO, HgBr₂, CaSO₄, 2.) HgBr₂ / 1.) CHCl₃, 20 h, 2.) toluene, nitromethane, 50 deg C, 24 h

2: 98 percent / NaOMe / methanol / 2 h / 22 °C

3: 1.) p-TsOH*H₂O, 2.) 80percent aq. AcOH / 1.) 22 deg C, overnight, 2.) acetone, 22 deg C, 1 h

4: 1.) NaH / 1.) DMF, 22 deg C, 10 min, 2.) DMF, 4 h

With calcium sulfate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; mercury dibromide; mercury(II) oxide; In methanol;
DOI:10.1021/jo00259a006

Reference yield:

: 103082-77-5
2-(trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 117253-41-5
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / NaOMe / methanol / 2 h / 22 °C

2: 1.) p-TsOH*H₂O, 2.) 80percent aq. AcOH / 1.) 22 deg C, overnight, 2.) acetone, 22 deg C, 1 h

3: 1.) NaH / 1.) DMF, 22 deg C, 10 min, 2.) DMF, 4 h

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol;
DOI:10.1021/jo00259a006

Reference yield:

: 4753-07-5
2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide

: 117253-41-5
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) HgO, HgBr₂, CaSO₄, 2.) HgBr₂ / 1.) CHCl₃, 20 h, 2.) toluene, nitromethane, 50 deg C, 24 h

2: 98 percent / NaOMe / methanol / 2 h / 22 °C

3: 1.) p-TsOH*H₂O, 2.) 80percent aq. AcOH / 1.) 22 deg C, overnight, 2.) acetone, 22 deg C, 1 h

4: 1.) NaH / 1.) DMF, 22 deg C, 10 min, 2.) DMF, 4 h

With calcium sulfate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; mercury dibromide; mercury(II) oxide; In methanol;
DOI:10.1021/jo00259a006