Tetraene (+)-15

Base Information

Chemical Name:Tetraene (+)-15
CAS No.:633293-75-1
Molecular Formula:C₆₀H₁₀₈O₉Si₃
Molecular Weight:1057.77
Hs Code.:

Synonyms:Tetraene (+)-15

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Chemical Property of Tetraene (+)-15

Chemical Property:

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Technology Process of Tetraene (+)-15

There total 16 articles about Tetraene (+)-15 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: 48.0%

: Wittig Salt (+)-14

: 252342-51-1
(2S)-2-tert-butyldimethylsilyloxy-3-[(2S,3S,4S,5R)-4-tert-butyldimethylsilyloxy-3,5-dimethyl-6-oxotetrahydropyran-2-yl]propanal

: 633293-75-1
Tetraene (+)-15

: Tetraene (+)-15

Guidance literature:: Wittig Salt (+)-14; In tetrahydrofuran; pentane; at -78 - 0 ℃; for 0.5 - 1h;

(2S)-2-tert-butyldimethylsilyloxy-3-[(2S,3S,4S,5R)-4-tert-butyldimethylsilyloxy-3,5-dimethyl-6-oxotetrahydropyran-2-yl]propanal; In tetrahydrofuran; at -78 - -10 ℃; for 3.25 - 4.15h;

Reference yield:

: 850211-69-7
tert-Butyl-[(Z)-(1S,2R,3S,4S)-1-((R)-2-iodo-1-methyl-ethyl)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octa-5,7-dienyloxy]-dimethyl-silane

: (3R,4S,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(3Z,8Z)-(2S,5S,6S,7S)-2-(tert-butyl-dimethyl-silanyloxy)-9-iodo-6-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl]-3,5-dimethyl-tetrahydro-pyran-2-one

: 633293-75-1
Tetraene (+)-15

Guidance literature:: tert-Butyl-[(Z)-(1S,2R,3S,4S)-1-((R)-2-iodo-1-methyl-ethyl)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octa-5,7-dienyloxy]-dimethyl-silane; With 9-MeO-BBN; tert.-butyl lithium; In various solvents; at 20 ℃; for 1h;

(3R,4S,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(3Z,8Z)-(2S,5S,6S,7S)-2-(tert-butyl-dimethyl-silanyloxy)-9-iodo-6-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl]-3,5-dimethyl-tetrahydro-pyran-2-one; With triphenyl-arsane; caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In various solvents; at 20 ℃; for 20h;
DOI:10.1021/ol050455z

Reference yield:

: (Z)-(4S,5R,6R)-2,7-Diiodo-5-methoxymethoxy-4,6-dimethyl-hept-2-ene

: 633293-75-1
Tetraene (+)-15

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / 18 h / 95 °C

2.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

2.2: 62 percent / tetrahydrofuran / -78 - -10 °C

3.1: t-BuLi; 9-MeO-BBN / various solvents / 1 h / 20 °C

3.2: AsPh₃; Cs₂CO₃ / Pd(dppf)Cl₂ / various solvents / 20 h / 20 °C

With 9-MeO-BBN; tert.-butyl lithium; sodium hexamethyldisilazane; In tetrahydrofuran; various solvents; 2.2: Wittig raction / 3.2: Suzuki cross-coupling;
DOI:10.1021/ol050455z