(E)-2-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(2-methoxy-3-methyl-5-triisopropylsilanyloxy-phenyl)-2-methyl-but-2-enyl]-4-methyl-7-((R)-6,8,8-trimethyl-1,4,7-trioxa-spiro[4.5]dec-9-en-6-yl)-hept-3-enenitrile

Base Information

• Chemical Name: (E)-2-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(2-methoxy-3-methyl-5-triisopropylsilanyloxy-phenyl)-2-methyl-but-2-enyl]-4-methyl-7-((R)-6,8,8-trimethyl-1,4,7-trioxa-spiro[4.5]dec-9-en-6-yl)-hept-3-enenitrile
• CAS No.: 725230-54-6
• Molecular Formula: C₄₆H₇₇NO₆Si₂
• Molecular Weight: 796.291
• Mol file: 725230-54-6.mol

Synonyms:(E)-2-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(2-methoxy-3-methyl-5-triisopropylsilanyloxy-phenyl)-2-methyl-but-2-enyl]-4-methyl-7-((R)-6,8,8-trimethyl-1,4,7-trioxa-spiro[4.5]dec-9-en-6-yl)-hept-3-enenitrile

Chemical Property of (E)-2-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(2-methoxy-3-methyl-5-triisopropylsilanyloxy-phenyl)-2-methyl-but-2-enyl]-4-methyl-7-((R)-6,8,8-trimethyl-1,4,7-trioxa-spiro[4.5]dec-9-en-6-yl)-hept-3-enenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(2-methoxy-3-methyl-5-triisopropylsilanyloxy-phenyl)-2-methyl-but-2-enyl]-4-methyl-7-((R)-6,8,8-trimethyl-1,4,7-trioxa-spiro[4.5]dec-9-en-6-yl)-hept-3-enenitrile

There total 8 articles about (E)-2-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(2-methoxy-3-methyl-5-triisopropylsilanyloxy-phenyl)-2-methyl-but-2-enyl]-4-methyl-7-((R)-6,8,8-trimethyl-1,4,7-trioxa-spiro[4.5]dec-9-en-6-yl)-hept-3-enenitrile 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: 80.0%

(E)-[3-(4-bromo-3-methylbut-2-enyl)-4-methoxy-5-methylphenoxy]-triisopropylsilane (725230-29-5) + (6R)-(E,Z)-2-(tert-butyldimethylsilyloxy)-4-methyl-7-(6,8,8-trimethyl-1,4,7-trioxaspiro[4.5]dec-9-en-6-yl)hept-3-enenitrile → (E)-2-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(2-methoxy-3-methyl-5-triisopropylsilanyloxy-phenyl)-2-methyl-but-2-enyl]-4-methyl-7-((R)-6,8,8-trimethyl-1,4,7-trioxa-spiro[4.5]dec-9-en-6-yl)-hept-3-enenitrile (725230-54-6)

Guidance literature:

(6R)-(E,Z)-2-(tert-butyldimethylsilyloxy)-4-methyl-7-(6,8,8-trimethyl-1,4,7-trioxaspiro[4.5]dec-9-en-6-yl)hept-3-enenitrile; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - -40 ℃;

(E)-[3-(4-bromo-3-methylbut-2-enyl)-4-methoxy-5-methylphenoxy]-triisopropylsilane; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; at 20 ℃; for 4h;

DOI:10.1002/ejoc.200300767

Reference yield:

triisopropylsilyl chloride (13154-24-0) → (E)-2-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(2-methoxy-3-methyl-5-triisopropylsilanyloxy-phenyl)-2-methyl-but-2-enyl]-4-methyl-7-((R)-6,8,8-trimethyl-1,4,7-trioxa-spiro[4.5]dec-9-en-6-yl)-hept-3-enenitrile (725230-54-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / imidazole / dimethylformamide / 18 h / 20 °C

2.1: 10.7 g / potassium carbonate / acetone / 4 h / Heating

3.1: PhLi / dibutyl ether; cyclohexane / 1 h / 20 °C

3.2: 91 percent / DMPU / diethyl ether; cyclohexane / 12 h / 20 °C

4.1: selenium dioxide / dioxane; H₂O / 1 h / 100 °C

4.2: 60 percent / sodium borohydride / ethanol / 0.5 h / 20 °C

5.1: 88 percent / 1,2-bis(diphenylphosphanyl)ethane; bromine / CH₂Cl₂ / 2 h / 20 °C

6.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / -78 - -40 °C

6.2: 80 percent / DMPU / tetrahydrofuran; hexane / 4 h / 20 °C

With 1H-imidazole; n-butyllithium; selenium(IV) oxide; bromine; potassium carbonate; phenyllithium; diisopropylamine; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; dibutyl ether; cyclohexane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1002/ejoc.200300767

Reference yield:

2-bromo-6-methylbenzene-1,4-diol (50848-60-7) → (E)-2-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(2-methoxy-3-methyl-5-triisopropylsilanyloxy-phenyl)-2-methyl-but-2-enyl]-4-methyl-7-((R)-6,8,8-trimethyl-1,4,7-trioxa-spiro[4.5]dec-9-en-6-yl)-hept-3-enenitrile (725230-54-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / imidazole / dimethylformamide / 18 h / 20 °C

2.1: 10.7 g / potassium carbonate / acetone / 4 h / Heating

3.1: PhLi / dibutyl ether; cyclohexane / 1 h / 20 °C

3.2: 91 percent / DMPU / diethyl ether; cyclohexane / 12 h / 20 °C

4.1: selenium dioxide / dioxane; H₂O / 1 h / 100 °C

4.2: 60 percent / sodium borohydride / ethanol / 0.5 h / 20 °C

5.1: 88 percent / 1,2-bis(diphenylphosphanyl)ethane; bromine / CH₂Cl₂ / 2 h / 20 °C

6.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / -78 - -40 °C

6.2: 80 percent / DMPU / tetrahydrofuran; hexane / 4 h / 20 °C

With 1H-imidazole; n-butyllithium; selenium(IV) oxide; bromine; potassium carbonate; phenyllithium; diisopropylamine; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; dibutyl ether; cyclohexane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1002/ejoc.200300767

upstream raw materials:

(E)-[3-(4-bromo-3-methylbut-2-enyl)-4-methoxy-5-methylphenoxy]-triisopropylsilane

triisopropylsilyl chloride

2-bromo-6-methylbenzene-1,4-diol

(3-bromo-4-methoxy-5-methylphenoxy)triisopropylsilane