(1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol

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Chemical Name:(1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol
CAS No.:478491-08-6
Molecular Formula:C₄₁H₄₄O₅
Molecular Weight:616.797
Hs Code.:

Synonyms:(1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol

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Chemical Property of (1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol

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Technology Process of (1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol

There total 7 articles about (1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol 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: 96.0%

: 334706-31-9
(2S)-2-[(E)-2-iodovinyl]-4-methyl-3,6-dihydro-2H-pyran

: 478491-02-0
(4E)(2S)-(4-methoxybenzyloxy)-6-(triphenylmethyloxy)hex-4-en-1-al

: 478491-08-6
(1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol

Guidance literature:: (2S)-2-[(E)-2-iodovinyl]-4-methyl-3,6-dihydro-2H-pyran; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 1h;

With magnesium bromide; In diethyl ether; pentane; at -78 ℃;

(4E)(2S)-(4-methoxybenzyloxy)-6-(triphenylmethyloxy)hex-4-en-1-al; In diethyl ether; dichloromethane; at -78 ℃; for 0.333333h; Further stages.;
DOI:10.1021/ja028019k

Reference yield:

: 478491-16-6
(3S)-4-(tert-butyldiphenylsilanyloxy)-(4-methoxybenzyloxy) butyraldehyde

: 478491-08-6
(1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / KHMDS / tetrahydrofuran; toluene / 1 h / 20 °C

2.1: 89 percent / DIBAL-H / tetrahydrofuran; hexane / 1.5 h / -78 - 0 °C

3.1: 92 percent / 2,6-lutidine; tetra-n-butylammonium iodide / CH₂Cl₂ / 5.5 h / 20 °C

4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

6.1: t-BuLi / diethyl ether; pentane / 1 h / -78 °C

6.2: magnesium bromide / diethyl ether; pentane / -78 °C

6.3: 96 percent / diethyl ether; CH₂Cl₂ / 0.33 h / -78 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; pentane;
DOI:10.1021/ja028019k

Reference yield:

: 478491-18-8
(2E)(5S)-6-(tert-butyldiphenylsiloxy)-(4-methoxybenzyloxy)hex-2-en-1-ol

: 478491-08-6
(1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / 2,6-lutidine; tetra-n-butylammonium iodide / CH₂Cl₂ / 5.5 h / 20 °C

2.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

3.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

4.1: t-BuLi / diethyl ether; pentane / 1 h / -78 °C

4.2: magnesium bromide / diethyl ether; pentane / -78 °C

4.3: 96 percent / diethyl ether; CH₂Cl₂ / 0.33 h / -78 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1021/ja028019k