2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranoside
CAS No.:1595121-82-6
Molecular Formula:C₂₈H₃₆O₈SeSi
Molecular Weight:607.635
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranoside

There total 3 articles about 2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-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: 78.0%

: 1595121-78-0
2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-(p-methylbenzoylseleno)-β-D-galactopyranoside

: 74-88-4
methyl iodide

: 1595121-82-6
2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranoside

Guidance literature:: With caesium carbonate; methylhydrazine; In N,N-dimethyl-formamide; at 20 ℃; for 2.25h; Inert atmosphere;
DOI:10.1016/j.bmc.2014.02.023

Reference yield:

: 1595121-73-5
2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranoside

: 1595121-82-6
2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; piperidine / N,N-dimethyl-formamide / 0.75 h / 100 °C / Inert atmosphere

2: pyridine / 25 h / 20 °C / Inert atmosphere; Cooling with ice

3: methylhydrazine; caesium carbonate / N,N-dimethyl-formamide / 2.25 h / 20 °C / Inert atmosphere

With piperidine; caesium carbonate; N-ethyl-N,N-diisopropylamine; methylhydrazine; In pyridine; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.02.023

Reference yield:

: 176095-70-8
2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-β-D-galactopyranoside

: 1595121-82-6
2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: carbon tetrabromide; triphenylphosphine / pyridine / 1.17 h / 65 °C / Inert atmosphere; Cooling with ice

2: N-ethyl-N,N-diisopropylamine; piperidine / N,N-dimethyl-formamide / 0.75 h / 100 °C / Inert atmosphere

3: pyridine / 25 h / 20 °C / Inert atmosphere; Cooling with ice

4: methylhydrazine; caesium carbonate / N,N-dimethyl-formamide / 2.25 h / 20 °C / Inert atmosphere

With piperidine; carbon tetrabromide; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; methylhydrazine; In pyridine; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.02.023