(R)-2-[(tert-butyldimethylsilyloxy)(phenyl)methyl]-6-ethynyl-4-methoxypyridine

Base Information

Chemical Name:(R)-2-[(tert-butyldimethylsilyloxy)(phenyl)methyl]-6-ethynyl-4-methoxypyridine
CAS No.:1351610-62-2
Molecular Formula:C₂₁H₂₇NO₂Si
Molecular Weight:353.536
Hs Code.:

Synonyms:(R)-2-[(tert-butyldimethylsilyloxy)(phenyl)methyl]-6-ethynyl-4-methoxypyridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 10 articles about (R)-2-[(tert-butyldimethylsilyloxy)(phenyl)methyl]-6-ethynyl-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: 64.0%

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

: 90965-06-3
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

: 1351610-62-2
(R)-2-[(tert-butyldimethylsilyloxy)(phenyl)methyl]-6-ethynyl-4-methoxypyridine

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 1.5h;
DOI:10.1002/ejoc.201100681

Reference yield:

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

: 1351610-62-2
(R)-2-[(tert-butyldimethylsilyloxy)(phenyl)methyl]-6-ethynyl-4-methoxypyridine

Guidance literature:: Multi-step reaction with 7 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

7: potassium carbonate / methanol / 1.5 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 / 7: Seyferth-Gilbert homologation;
DOI:10.1002/ejoc.201100681

Reference yield:

: 1351610-74-6
(R)-2-[(tert-butyldimethylsilyloxy)-(phenyl)methyl]-4-methoxy-6-methylpyridine 1-oxide

: 1351610-62-2
(R)-2-[(tert-butyldimethylsilyloxy)(phenyl)methyl]-6-ethynyl-4-methoxypyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 2 h / 90 °C

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

3: 2-iodoxybenzoic acid / dichloromethane; dimethyl sulfoxide / 16 h / 20 °C

4: potassium carbonate / methanol / 1.5 h / 20 °C

With 2-iodoxybenzoic acid; potassium carbonate; In methanol; dichloromethane; dimethyl sulfoxide; 1: Boekelheide rearrangement / 4: Seyferth-Gilbert homologation;
DOI:10.1002/ejoc.201100681