3-[3-(tert-Butyl-dimethyl-silanyloxy)-pent-4-enyl]-4-methoxy-2-methyl-pyridine 1-oxide

Base Information

Chemical Name:3-[3-(tert-Butyl-dimethyl-silanyloxy)-pent-4-enyl]-4-methoxy-2-methyl-pyridine 1-oxide
CAS No.:211758-60-0
Molecular Formula:C₁₈H₃₁NO₃Si
Molecular Weight:337.535
Hs Code.:

Synonyms:3-[3-(tert-Butyl-dimethyl-silanyloxy)-pent-4-enyl]-4-methoxy-2-methyl-pyridine 1-oxide

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Chemical Property of 3-[3-(tert-Butyl-dimethyl-silanyloxy)-pent-4-enyl]-4-methoxy-2-methyl-pyridine 1-oxide

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Technology Process of 3-[3-(tert-Butyl-dimethyl-silanyloxy)-pent-4-enyl]-4-methoxy-2-methyl-pyridine 1-oxide

There total 1 articles about 3-[3-(tert-Butyl-dimethyl-silanyloxy)-pent-4-enyl]-4-methoxy-2-methyl-pyridine 1-oxide 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:

: 5470-66-6
2-methyl-4-nitropyridine N-oxide

: 211758-60-0
3-[3-(tert-Butyl-dimethyl-silanyloxy)-pent-4-enyl]-4-methoxy-2-methyl-pyridine 1-oxide

Guidance literature:: Multi-step reaction with 9 steps

1: 84 percent / PCl₃ / CHCl₃ / 40 h / Ambient temperature

2: 50 percent / NaOH / dimethylsulfoxide / 0.5 h / 15 - 20 °C

3: 83 percent / methanol / Ambient temperature

4: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, then -78 to 0 deg C, 45 min, 2.) THF, hexane, 1.25 h

5: 94 percent / Na/Hg, Na₂HPO₄ / methanol / 2.5 h / Ambient temperature

6: 89 percent / OsO₄, NaIO₄ / tetrahydrofuran / 7 h / 0 - 20 °C

7: 81 percent / tetrahydrofuran / 4.5 h / -50 - 20 °C

8: 82 percent / 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

9: 100 percent / m-CPBA / CH₂Cl₂ / 2 h / -78 °C

With dmap; sodium hydroxide; sodium periodate; disodium hydrogenphosphate; sodium amalgam; osmium(VIII) oxide; n-butyllithium; triethylamine; 3-chloro-benzenecarboperoxoic acid; phosphorus trichloride; In tetrahydrofuran; methanol; dichloromethane; chloroform; dimethyl sulfoxide;
DOI:10.1021/jo9801770

Reference yield:

: 211758-60-0
3-[3-(tert-Butyl-dimethyl-silanyloxy)-pent-4-enyl]-4-methoxy-2-methyl-pyridine 1-oxide

: 211758-66-6
5-{4-Methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-1-en-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) p-TsCl, Et₃N / 1.) CH₂Cl₂, -50 deg C to room temp., overnight, 2.) DMF, room temp., 18 h

2: 1.) NaHMDS, 2.) Pd₂(dba)3*CHCl₃, 1,2-bis(diphenylphosphino)ethane / 1.) THF, -78 deg C, 70 min, 2.) THF, reflux, 4 h

3: 66 percent / Na/Hg, Na₂HPO₄ / methanol / 2 h / Ambient temperature

4: 100 percent / n-Bu₄NF / tetrahydrofuran / 5.5 h / 0 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; disodium hydrogenphosphate; sodium amalgam; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; triethylamine; p-toluenesulfonyl chloride; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; methanol;
DOI:10.1021/jo9801770

Reference yield:

: 211758-60-0
3-[3-(tert-Butyl-dimethyl-silanyloxy)-pent-4-enyl]-4-methoxy-2-methyl-pyridine 1-oxide

: 211759-07-8
C₃₆H₅₀N₂O₃SSi

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) p-TsCl, Et₃N / 1.) CH₂Cl₂, -50 deg C to room temp., overnight, 2.) DMF, room temp., 18 h

2: 1.) NaHMDS, 2.) Pd₂(dba)3*CHCl₃, 1,2-bis(diphenylphosphino)ethane / 1.) THF, -78 deg C, 70 min, 2.) THF, reflux, 4 h

3: 66 percent / Na/Hg, Na₂HPO₄ / methanol / 2 h / Ambient temperature

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; disodium hydrogenphosphate; sodium amalgam; sodium hexamethyldisilazane; triethylamine; p-toluenesulfonyl chloride; 1,2-bis-(diphenylphosphino)ethane; In methanol;
DOI:10.1021/jo9801770