[(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane
CAS No.:623926-52-3
Molecular Formula:C₅₁H₈₀O₇Si
Molecular Weight:833.277
Hs Code.:

[(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane

Synonyms:[(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane

There total 19 articles about [(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane 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:

: 444682-17-1
(Z)-(2R,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethyl-9-(tetrahydropyran-2-yloxy)non-5-enal

: [(Z)-(4S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-5,7-dimethyl-undeca-8,10-dienyl]-triphenyl-phosphonium; iodide

: 623926-52-3
[(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: [(Z)-(4S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-5,7-dimethyl-undeca-8,10-dienyl]-triphenyl-phosphonium; iodide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 0.75h;

(Z)-(2R,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethyl-9-(tetrahydropyran-2-yloxy)non-5-enal; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1016/S0968-0896(03)00186-X

Reference yield:

: 106296-58-6
(2S,3S,4S)-(1-tert-butyldimethylsilanyloxy)-2,4-dimethylhex-5-en-3-ol

: 623926-52-3
[(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / NaH / tetrahydrofuran; dimethylformamide / 48 h / 20 °C

2.1: ozone; pyridine / CH₂Cl₂; methanol / -78 °C

2.2: dimethyl sulfide / CH₂Cl₂; methanol / -78 - 20 °C

3.1: NaHMDS / tetrahydrofuran / 0.83 h / 20 °C

3.2: 0.55 g / tetrahydrofuran / -78 - 20 °C

4.1: 89 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

6.1: NaHMDS / tetrahydrofuran / 0.75 h / 20 °C

6.2: tetrahydrofuran / -78 - 20 °C

With pyridine; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; ozone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.2: Wittig reaction / 5.1: Dess-Martin oxidation / 6.2: Wittig reaction;
DOI:10.1016/S0968-0896(03)00186-X

Reference yield:

: 184291-95-0
(2S,3S,4S)-1-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyl hex-5-ene

: 623926-52-3
[(6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-Bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: ozone; pyridine / CH₂Cl₂; methanol / -78 °C

1.2: dimethyl sulfide / CH₂Cl₂; methanol / -78 - 20 °C

2.1: NaHMDS / tetrahydrofuran / 0.83 h / 20 °C

2.2: 0.55 g / tetrahydrofuran / -78 - 20 °C

3.1: 89 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5.1: NaHMDS / tetrahydrofuran / 0.75 h / 20 °C

5.2: tetrahydrofuran / -78 - 20 °C

With pyridine; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; Dess-Martin periodane; ozone; In tetrahydrofuran; methanol; dichloromethane; 2.2: Wittig reaction / 4.1: Dess-Martin oxidation / 5.2: Wittig reaction;
DOI:10.1016/S0968-0896(03)00186-X