(E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine

Base Information

Chemical Name:(E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine
CAS No.:211758-75-7
Molecular Formula:C₃₆H₅₀N₂O₃SSi
Molecular Weight:618.956
Hs Code.:

Synonyms:(E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine

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Chemical Property of (E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine

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Technology Process of (E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine

There total 9 articles about (E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-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

: 211758-75-7
(E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine

Guidance literature:: Multi-step reaction with 7 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, -78 to -50 deg C, 0.5 h, 2.) THF, room temp., 40 min

5: 93 percent / Na/Hg, Na₂HPO₄ / methanol / 6 h / Ambient temperature

6: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 40 min, 2.) THF, -50 deg C, 5 min, then room temp., 10 min

7: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 20 min, 2.) THF, room temp., 30 min

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

Reference yield:

: 13508-96-8
2-methyl-4-nitro-pyridine

: 211758-75-7
(E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine

Guidance literature:: Multi-step reaction with 6 steps

1: 50 percent / NaOH / dimethylsulfoxide / 0.5 h / 15 - 20 °C

2: 83 percent / methanol / Ambient temperature

3: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 0.5 h, 2.) THF, room temp., 40 min

4: 93 percent / Na/Hg, Na₂HPO₄ / methanol / 6 h / Ambient temperature

5: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 40 min, 2.) THF, -50 deg C, 5 min, then room temp., 10 min

6: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 20 min, 2.) THF, room temp., 30 min

With sodium hydroxide; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; In methanol; dimethyl sulfoxide;
DOI:10.1021/jo9801770

Reference yield:

: 88912-66-7
3-Benzenesulfonylmethyl-2-methyl-4-nitro-pyridine

: 211758-75-7
(E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / methanol / Ambient temperature

2: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 0.5 h, 2.) THF, room temp., 40 min

3: 93 percent / Na/Hg, Na₂HPO₄ / methanol / 6 h / Ambient temperature

4: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 40 min, 2.) THF, -50 deg C, 5 min, then room temp., 10 min

5: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 20 min, 2.) THF, room temp., 30 min

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; In methanol;
DOI:10.1021/jo9801770