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

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranoside
CAS No.:1595121-73-5
Molecular Formula:C₂₅H₃₁BrO₇Si
Molecular Weight:551.506
Hs Code.:

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

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

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

There total 1 articles about 2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-6-bromo-6-deoxy-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: 87.0%

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

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

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In pyridine; at 65 ℃; for 1.16667h; Inert atmosphere; Cooling with ice;
DOI:10.1016/j.bmc.2014.02.023

Reference yield: 96.0%

: 65212-13-7
bis(4-methylbenzoic) selenoanhydride

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

: 1595121-76-8
2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-6-deoxy-6-(pmethylbenzoylseleno)-β-D-galactopyranoside

Guidance literature:: With piperidine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 100 ℃; for 0.75h; 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

: 2-(2-trifluoroacetamidoethoxy)ethyl (4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranosyl)-(1→4)-6-O-acetyl-2,3-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 11 steps

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

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

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

4.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.17 h / 0 °C / Inert atmosphere

6.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

6.2: 3 h / -40 °C / Inert atmosphere; Molecular sieve

7.1: trifluoroacetic acid / dichloromethane / 2.5 h / -20 °C / Inert atmosphere

8.1: pyridine / 24 h / 20 °C / Cooling with ice; Inert atmosphere

9.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere; Cooling with ice

10.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.25 h / 0 °C / Inert atmosphere

11.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

11.2: 0.75 h / 0 °C / Molecular sieve; Inert atmosphere

With piperidine; pyridine; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; methylhydrazine; trifluoroacetic acid; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.02.023