Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester

Base Information

Chemical Name:Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester
CAS No.:623926-41-0
Molecular Formula:C₄₇H₆₈O₈
Molecular Weight:761.052
Hs Code.:

Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester

Synonyms:Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester

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Chemical Property of Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester

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Technology Process of Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester

There total 23 articles about Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester 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: 95.0%

: 75-36-5
acetyl chloride

: 623926-39-6
(Z,Z,Z)-(5S,6S,7S,8R,13S,14S,15S)-8,14-bis(4-methoxybenzyloxy)-5,7,13,15-tetramethyl-20-(tetrahydropyran-2-yloxy)eicosa-1,3,11,16-tetraen-6-ol

: 623926-41-0
Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester

Guidance literature:: With pyridine;
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

: 623926-41-0
Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester

Guidance literature:: Multi-step reaction with 8 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

7.1: 84 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

8.1: 95 percent / pyridine

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

: 623926-41-0
Acetic acid (6Z,11Z)-(1S,2S,3R,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-dienyl ester

Guidance literature:: Multi-step reaction with 7 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

6.1: 84 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

7.1: 95 percent / pyridine

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