(6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile

Base Information

• Chemical Name: (6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile
• CAS No.: 912369-62-1
• Molecular Formula: C₁₉H₂₅NO₅
• Molecular Weight: 347.411
• Mol file: 912369-62-1.mol

Synonyms:(6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile

Chemical Property of (6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile

There total 5 articles about (6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile 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: 67.0%

(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienal (912369-61-0) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → (6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile (912369-62-1)

Guidance literature:

With titanium(IV) isopropylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tetlet.2006.07.012

Reference yield:

[7-(tert-butyl-dimethyl-silanyloxy)-hept-2-enyl]-phosphonic acid dimethyl ester → (6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile (912369-62-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / tBuOK / tetrahydrofuran / -78 - 20 °C

2: 100 percent / TBAF / tetrahydrofuran / 20 °C

3: 100 percent / IBX / dimethylsulfoxide / 20 °C

4: 67 percent / titanium(IV) isopropoxide / tetrahydrofuran / 20 °C

With titanium(IV) isopropylate; potassium tert-butylate; tetrabutyl ammonium fluoride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; 1: Horner-Wadsworth-Emmons reaction;

DOI:10.1016/j.tetlet.2006.07.012

Reference yield:

(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dien-1-ol → (6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile (912369-62-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / IBX / dimethylsulfoxide / 20 °C

2: 67 percent / titanium(IV) isopropoxide / tetrahydrofuran / 20 °C

With titanium(IV) isopropylate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/j.tetlet.2006.07.012

upstream raw materials:

(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienal

2-hydroxy-2-methylpropanenitrile

[(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane

3,5-di-[(methoxymethyl)oxy]benzaldehyde

Downstream raw materials:

3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one

(6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-nona-6,8-dienal