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

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,4-di-O-acetyl-3-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
CAS No.:231616-47-0
Molecular Formula:C₄₉H₅₆O₁₆Si
Molecular Weight:929.06
Hs Code.:

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

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

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

There total 10 articles about 2-(trimethylsilyl)ethyl 2,4-di-O-acetyl-3-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-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: 75.0%

: 231616-46-9
2-(trimethylsilyl)ethyl 2,4-di-O-acetyl-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

: 231616-47-0
2-(trimethylsilyl)ethyl 2,4-di-O-acetyl-3-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 50 ℃; for 3h;
DOI:10.1016/S0008-6215(99)00027-0

Reference yield:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 231616-47-0
2-(trimethylsilyl)ethyl 2,4-di-O-acetyl-3-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) dibutyltin oxide; 2.) Bu₄NBr / 1.) benzene, reflux, 5 h; 2.) 5 h

2: imidazole / dimethylformamide / 3 h / Ambient temperature

3: pyridine / 4 h / 0 °C

4: 58 percent / 4 Angsroem molecular sieves, NIS, TfOH / CH₂Cl₂ / 0.33 h / 0 °C

5: 75 percent / AcOH / tetrahydrofuran; H₂O / 3 h / 50 °C

With pyridine; 1H-imidazole; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetrabutylammomium bromide; di(n-butyl)tin oxide; acetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(99)00027-0

Reference yield:

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

: 231616-47-0
2-(trimethylsilyl)ethyl 2,4-di-O-acetyl-3-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 83.1 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

2: pyridine / 4 h / 0 °C

3: 89 percent / 80 percent AcOH / 3 h / 40 °C

4: 58 percent / 4 Angsroem molecular sieves, NIS, TfOH / CH₂Cl₂ / 0.33 h / 0 °C

5: 75 percent / AcOH / tetrahydrofuran; H₂O / 3 h / 50 °C

With pyridine; 1H-imidazole; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; acetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(99)00027-0