(Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-[6-(4-methoxy-2-methylpyridyn-3-yl)hex-3-en-1-yl]-4-methoxypyridine

Base Information

Chemical Name:(Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-[6-(4-methoxy-2-methylpyridyn-3-yl)hex-3-en-1-yl]-4-methoxypyridine
CAS No.:211758-82-6
Molecular Formula:C₃₀H₄₆N₂O₃Si
Molecular Weight:510.792
Hs Code.:

Synonyms:(Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-[6-(4-methoxy-2-methylpyridyn-3-yl)hex-3-en-1-yl]-4-methoxypyridine

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Chemical Property of (Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-[6-(4-methoxy-2-methylpyridyn-3-yl)hex-3-en-1-yl]-4-methoxypyridine

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Technology Process of (Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-[6-(4-methoxy-2-methylpyridyn-3-yl)hex-3-en-1-yl]-4-methoxypyridine

There total 1 articles about (Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-[6-(4-methoxy-2-methylpyridyn-3-yl)hex-3-en-1-yl]-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:

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

: 211758-82-6
(Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-[6-(4-methoxy-2-methylpyridyn-3-yl)hex-3-en-1-yl]-4-methoxypyridine

Guidance literature:: Multi-step reaction with 6 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: 86 percent / n-BuLi / tetrahydrofuran; hexane / 0.83 h / Ambient temperature

5: 99 percent / Na/Hg, NaH₂PO₄ / methanol / 1 h

6: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 40 min, 2.) THF, -50 deg C, 5 min, then room temp., 30 min

With sodium hydroxide; sodium dihydrogenphosphate; sodium amalgam; n-butyllithium; phosphorus trichloride; In tetrahydrofuran; methanol; hexane; chloroform; dimethyl sulfoxide;
DOI:10.1021/jo9801770

Reference yield:

: 211758-82-6
(Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-[6-(4-methoxy-2-methylpyridyn-3-yl)hex-3-en-1-yl]-4-methoxypyridine

: 211758-94-0
7-Benzenesulfonyl-12,24-dimethoxy-9,21-diaza-tricyclo[18.4.0.0^8,13]tetracosa-1⁽²⁰⁾,8⁽¹³⁾,9,11,21,23-hexaene

Guidance literature:: Multi-step reaction with 5 steps

2: 96 percent / ammonium molybdate, aq. H₂O₂ / ethanol / 17 h

3: 94 percent / aq. HCl / tetrahydrofuran / 8 h / Ambient temperature

4: 1.) LiCl, MsCl, 2,6-lutidine, 2.) NaHMDS / 1.) DMF, room temp., 2 h, 2.) THF, reflux, 2.5 h

5: 97 percent / p-TsNHNH₂, NaOAc / tetrahydrofuran; H₂O / 14.5 h / Heating

With 2,6-dimethylpyridine; hydrogenchloride; ammonium molybdate; dihydrogen peroxide; sodium acetate; sodium hexamethyldisilazane; methanesulfonyl chloride; toluene-4-sulfonic acid hydrazide; lithium chloride; In tetrahydrofuran; ethanol; water;
DOI:10.1021/jo9801770

Reference yield:

: 211758-82-6
(Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-[6-(4-methoxy-2-methylpyridyn-3-yl)hex-3-en-1-yl]-4-methoxypyridine

: 211758-95-1
7-Allyl-7-benzenesulfonyl-12,24-dimethoxy-9,21-diaza-tricyclo[18.4.0.0^8,13]tetracosa-1⁽²⁰⁾,8⁽¹³⁾,9,11,21,23-hexaene

Guidance literature:: Multi-step reaction with 6 steps

2: 96 percent / ammonium molybdate, aq. H₂O₂ / ethanol / 17 h

3: 94 percent / aq. HCl / tetrahydrofuran / 8 h / Ambient temperature

4: 1.) LiCl, MsCl, 2,6-lutidine, 2.) NaHMDS / 1.) DMF, room temp., 2 h, 2.) THF, reflux, 2.5 h

5: 97 percent / p-TsNHNH₂, NaOAc / tetrahydrofuran; H₂O / 14.5 h / Heating

6: 1.) n-BuLi, 2,6-lutidine / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, room temp., 30 min

With 2,6-dimethylpyridine; hydrogenchloride; n-butyllithium; ammonium molybdate; dihydrogen peroxide; sodium acetate; sodium hexamethyldisilazane; methanesulfonyl chloride; toluene-4-sulfonic acid hydrazide; lithium chloride; In tetrahydrofuran; ethanol; water;
DOI:10.1021/jo9801770