1-[(6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-phenyl-tetradeca-6,11-dienyloxymethyl]-4-methoxy-benzene

Base Information

• Chemical Name: 1-[(6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-phenyl-tetradeca-6,11-dienyloxymethyl]-4-methoxy-benzene
• CAS No.: 706815-49-8
• Molecular Formula: C₅₁H₈₄O₄Si₂
• Molecular Weight: 817.397
• Mol file: 706815-49-8.mol

Synonyms:

Chemical Property of 1-[(6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-phenyl-tetradeca-6,11-dienyloxymethyl]-4-methoxy-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-phenyl-tetradeca-6,11-dienyloxymethyl]-4-methoxy-benzene

There total 1 articles about 1-[(6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-phenyl-tetradeca-6,11-dienyloxymethyl]-4-methoxy-benzene 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:

3-phenyl-propionaldehyde (104-53-0) + Wittig Salt → 1-[(6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-phenyl-tetradeca-6,11-dienyloxymethyl]-4-methoxy-benzene (706815-49-8)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -20 - -10 ℃;

DOI:10.1016/j.bmcl.2004.01.102

Reference yield:

1-[(6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-phenyl-tetradeca-6,11-dienyloxymethyl]-4-methoxy-benzene (706815-49-8) → (3Z,11Z,16Z)-(5S,6S,7R,8R,9S,13S,14S,15S)-8,14-Bis-(tert-butyl-dimethyl-silanyloxy)-5,7,9,11,13,15-hexamethyl-19-phenyl-nonadeca-1,3,11,16-tetraen-6-ol

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone;

DOI:10.1016/j.bmcl.2004.01.102

Reference yield:

1-[(6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-phenyl-tetradeca-6,11-dienyloxymethyl]-4-methoxy-benzene (706815-49-8) → Carbamic acid (6Z,11Z)-(1S,2S,3R,4S,8S,9S,10S)-3,9-dihydroxy-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-phenyl-tetradeca-6,11-dienyl ester

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. DDQ

2.2: Al₂O₃

2.3: HCl / methanol

With 2,3-dicyano-5,6-dichloro-p-benzoquinone;

DOI:10.1016/j.bmcl.2004.01.102

upstream raw materials:

3-phenyl-propionaldehyde