(Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether

Base Information

Chemical Name:(Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether
CAS No.:623926-36-3
Molecular Formula:C₅₁H₈₀O₇Si
Molecular Weight:833.277
Hs Code.:

(Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether

Synonyms:(Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether

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Chemical Property of (Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether

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Technology Process of (Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether

There total 18 articles about (Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether 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:

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

: 623926-36-3
(Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether

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: 0.214 g / 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:

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

: (Z)-(4R,5S,6S,7S)-[6-(tert-butyldimethylsilanyloxy)-4-(4-methoxybenzyloxy)-5,7-dimethylundeca-8,10-dienyl]triphenylphosphonium iodide

: 623926-36-3
(Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether

: (4Z,9E,17Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether

Guidance literature:: (Z)-(4R,5S,6S,7S)-[6-(tert-butyldimethylsilanyloxy)-4-(4-methoxybenzyloxy)-5,7-dimethylundeca-8,10-dienyl]triphenylphosphonium 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:

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

: 623926-36-3
(Z,Z,Z)-(6S,7S,8S,13R,14S,15S,16S)-15-(tert-butyldimethylsilanyloxy)-7,13-bis(4-methoxybenzyloxy)-6,8,14,16-tetramethyleicosa-4,9,17,19-tetraen-1-yl tetrahydropyran-2-yl ether

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: 0.214 g / 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