2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-β-D-galactopyranoside
CAS No.:299424-56-9
Molecular Formula:C₅₉H₇₀O₁₁Si
Molecular Weight:983.284
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-β-D-galactopyranoside

There total 8 articles about 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-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: 62.4%

: 299424-55-8
2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

: 299424-56-9
2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 3h;
DOI:10.1248/cpb.48.1160

Reference yield:

: 117252-95-6
2-(trimethylsilyl)ethyl β-D-galactopyranoside

: 299424-56-9
2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: dibutyltin oxide / methanol / 2 h / Heating

1.2: 66.9 percent / CsF / dimethylformamide / 5 h

2.1: imidazole / dimethylformamide / 3 h / 20 °C

3.1: 605 mg / NaH / dimethylformamide / 4 h / 0 °C

4.1: 81.7 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

5.1: 97.9 percent / 4A MS; NIS; TfOH / CH₂Cl₂; acetonitrile / 0.5 h / -40 °C

6.1: 62.4 percent / ceric ammonium nitrate / acetonitrile; H₂O / 3 h / 20 °C

With 1H-imidazole; N-iodo-succinimide; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; sodium hydride; di(n-butyl)tin oxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.48.1160

Reference yield:

: 100-39-0
benzyl bromide

: 299424-56-9
2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->6)-2,4-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 605 mg / NaH / dimethylformamide / 4 h / 0 °C

2: 81.7 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

3: 97.9 percent / 4A MS; NIS; TfOH / CH₂Cl₂; acetonitrile / 0.5 h / -40 °C

4: 62.4 percent / ceric ammonium nitrate / acetonitrile; H₂O / 3 h / 20 °C

With N-iodo-succinimide; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.48.1160