2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-chloroacetyl-6-O-levulinoyl-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-chloroacetyl-6-O-levulinoyl-β-D-galactopyranoside
CAS No.:821018-23-9
Molecular Formula:C₃₂H₃₉ClO₁₁Si
Molecular Weight:663.194
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-chloroacetyl-6-O-levulinoyl-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-chloroacetyl-6-O-levulinoyl-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-chloroacetyl-6-O-levulinoyl-β-D-galactopyranoside

There total 5 articles about 2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-chloroacetyl-6-O-levulinoyl-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: 89.7%

: 79-04-9
chloroacetyl chloride

: 821018-39-7
2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-6-O-levulinoyl-β-D-galactopyranoside

: 821018-23-9
2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-chloroacetyl-6-O-levulinoyl-β-D-galactopyranoside

Guidance literature:: In pyridine; dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.carres.2004.09.015

Reference yield:

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

: 821018-23-9
2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-chloroacetyl-6-O-levulinoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: dibutyltin oxide / benzene / 5 h / Heating

1.2: 100 percent / Bu₄NBr / benzene / 4.5 h

2.1: 87.7 percent / DCC; DMAP / CH₂Cl₂ / 3 h / 20 °C

3.1: 82 percent / pyridine / 2 h

4.1: 100 percent / H₂ / Pd-C / tetrahydrofuran; methanol / 4 h / 20 °C

5.1: 89.7 percent / pyridine; CH₂Cl₂ / 2 h / 20 °C

With dmap; hydrogen; di(n-butyl)tin oxide; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; benzene;
DOI:10.1016/j.carres.2004.09.015

Reference yield:

: 121360-14-3
2-(trimethylsilyl)ethyl 3-O-benzyl-β-D-galactopyranoside

: 821018-23-9
2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-chloroacetyl-6-O-levulinoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 87.7 percent / DCC; DMAP / CH₂Cl₂ / 3 h / 20 °C

2: 82 percent / pyridine / 2 h

3: 100 percent / H₂ / Pd-C / tetrahydrofuran; methanol / 4 h / 20 °C

4: 89.7 percent / pyridine; CH₂Cl₂ / 2 h / 20 °C

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1016/j.carres.2004.09.015