5-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-6-(2-methyl-4-(methylsulfonyl)phenyl)picolinaldehyde

Base Information

Chemical Name:5-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-6-(2-methyl-4-(methylsulfonyl)phenyl)picolinaldehyde
CAS No.:1610373-36-8
Molecular Formula:C₂₂H₃₁NO₅SSi
Molecular Weight:449.643
Hs Code.:

Synonyms:5-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-6-(2-methyl-4-(methylsulfonyl)phenyl)picolinaldehyde

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Chemical Property of 5-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-6-(2-methyl-4-(methylsulfonyl)phenyl)picolinaldehyde

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Technology Process of 5-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-6-(2-methyl-4-(methylsulfonyl)phenyl)picolinaldehyde

There total 7 articles about 5-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-6-(2-methyl-4-(methylsulfonyl)phenyl)picolinaldehyde 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: 77.0%

: 1011459-26-9
4,4,5,5-tetramethyl-2-(2-methyl-4-(methylsulfonyl)phenyl)-1,3,2-dioxaborolane

: 1610372-27-4
6-bromo-5-(2-((tert-butyldimethylsilyl)-oxy)ethoxy)picolinaldehyde

: 1610373-36-8
5-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-6-(2-methyl-4-(methylsulfonyl)phenyl)picolinaldehyde

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; at 100 ℃; for 22h; Inert atmosphere;

Reference yield:

: 168015-04-1
2-bromo-6-(hydroxymethyl)pyridin-3-ol

: 1610373-36-8
5-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-6-(2-methyl-4-(methylsulfonyl)phenyl)picolinaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: 20 h / 60 °C / Inert atmosphere

2.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 3 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; toluene / 22 h / 100 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-iodoxybenzoic acid; sodium carbonate; potassium carbonate; In ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

Reference yield:

: 6602-32-0
2-bromo-pyridin-3-ol

: 1610373-36-8
5-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-6-(2-methyl-4-(methylsulfonyl)phenyl)picolinaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydroxide; ethylenediaminetetraacetic acid disodium salt dihydrate / water / 5 h / 90 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

2.2: 20 h / 60 °C / Inert atmosphere

3.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 3 h / 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; toluene / 22 h / 100 °C / Inert atmosphere

With ethylenediaminetetraacetic acid disodium salt dihydrate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-iodoxybenzoic acid; sodium carbonate; potassium carbonate; potassium hydroxide; In ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;