(R)-2-(bromomethyl)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridine

Base Information

Chemical Name:(R)-2-(bromomethyl)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridine
CAS No.:1352743-37-3
Molecular Formula:C₂₀H₂₈BrNO₂Si
Molecular Weight:422.437
Hs Code.:

Synonyms:(R)-2-(bromomethyl)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridine

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Chemical Property of (R)-2-(bromomethyl)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridine

Chemical Property:

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Technology Process of (R)-2-(bromomethyl)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridine

There total 9 articles about (R)-2-(bromomethyl)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridine 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: 49.0%

: 1352743-35-1
(R)-{6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridin-2-yl}methanol

: 1352743-37-3
(R)-2-(bromomethyl)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridine

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1002/ejoc.201100681

Reference yield:

: 1352743-07-7
(R,Z)-2-(tert-butyldimethylsiloxy)-N-(4-oxopent-2-en-2-yl)-2-phenylacetamide

: 1352743-37-3
(R)-2-(bromomethyl)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridine

Guidance literature:: Multi-step reaction with 6 steps

1: trimethylsilyl trifluoromethanesulfonate; triethylamine / dichloromethane / 16 h / Reflux

2: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C

4: 2 h / 90 °C

5: potassium carbonate / methanol / 6 h / 20 °C

6: carbon tetrabromide; triphenylphosphine / dichloromethane / 5 h / 20 °C

With carbon tetrabromide; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide; 4: Boekelheide rearrangement;
DOI:10.1002/ejoc.201100681

Reference yield:

: 1352743-34-0
(R)-{6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridin-2-yl}methyl acetate

: 1352743-37-3
(R)-2-(bromomethyl)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypyridine

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 6 h / 20 °C

2: carbon tetrabromide; triphenylphosphine / dichloromethane / 5 h / 20 °C

With carbon tetrabromide; potassium carbonate; triphenylphosphine; In methanol; dichloromethane;
DOI:10.1002/ejoc.201100681