(R)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypicolinaldehyde

Base Information

Chemical Name:(R)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypicolinaldehyde
CAS No.:1351610-51-9
Molecular Formula:C₂₀H₂₇NO₃Si
Molecular Weight:357.525
Hs Code.:

Synonyms:(R)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypicolinaldehyde

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Chemical Property of (R)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypicolinaldehyde

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Technology Process of (R)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypicolinaldehyde

There total 9 articles about (R)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypicolinaldehyde 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: 98.0%

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

: 1351610-51-9
(R)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypicolinaldehyde

Guidance literature:: With 2-iodoxybenzoic acid; In dichloromethane; dimethyl sulfoxide; at 20 ℃; for 16h;
DOI:10.1002/ejoc.201100681

Reference yield:

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

: 1351610-51-9
(R)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypicolinaldehyde

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: 2-iodoxybenzoic acid / dichloromethane; dimethyl sulfoxide / 16 h / 20 °C

With 2-iodoxybenzoic acid; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; dimethyl sulfoxide; 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

: 1351610-51-9
(R)-6-[(tert-butyldimethylsiloxy)(phenyl)methyl]-4-methoxypicolinaldehyde

Guidance literature:: Multi-step reaction with 2 steps

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

2: 2-iodoxybenzoic acid / dichloromethane; dimethyl sulfoxide / 16 h / 20 °C

With 2-iodoxybenzoic acid; potassium carbonate; In methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1002/ejoc.201100681