2,2-dimethyl-propionic acid 3-[1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,4-dienyl]-propyl ester

Base Information

• Chemical Name: 2,2-dimethyl-propionic acid 3-[1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,4-dienyl]-propyl ester
• CAS No.: 288301-54-2
• Molecular Formula: C₂₃H₄₀O₃Si
• Molecular Weight: 392.654
• Mol file: 288301-54-2.mol

Synonyms:2,2-dimethyl-propionic acid 3-[1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,4-dienyl]-propyl ester

Chemical Property of 2,2-dimethyl-propionic acid 3-[1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,4-dienyl]-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-dimethyl-propionic acid 3-[1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,4-dienyl]-propyl ester

There total 5 articles about 2,2-dimethyl-propionic acid 3-[1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,4-dienyl]-propyl 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: 100.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate (288301-44-0) → 2,2-dimethyl-propionic acid 3-[1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,4-dienyl]-propyl ester (288301-54-2)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 0 ℃;

DOI:10.1021/jo000142b

Reference yield:

(-)-3-[(1R)-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate (288301-43-9) → 2,2-dimethyl-propionic acid 3-[1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,4-dienyl]-propyl ester (288301-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 60 percent / oxygen; N-hydroxyphthalimide / Co(acac)2 / acetonitrile / 20 h / 50 °C / 760 Torr

2.1: LDA / hexane; tetrahydrofuran / 0.83 h / -78 °C

2.2: 2.23 g / HMPA / tetrahydrofuran; hexane / -78 - 0 °C

With N-hydroxyphthalimide; oxygen; lithium diisopropyl amide; cobalt acetylacetonate; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1021/ol051411t

Reference yield:

pivaloyl chloride (3282-30-2) → 2,2-dimethyl-propionic acid 3-[1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,4-dienyl]-propyl ester (288301-54-2)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine; CH₂Cl₂ / 4 h / 0 - 20 °C

2: Et₃N / CH₂Cl₂; pyridine / 1 h / 20 °C

3: DBU / 7 h / 110 °C

4: 64 percent / CrO₃; 70percent aq. t-BuOOH / CH₂Cl₂ / 2 h / 0 °C

5: 100 percent / LDA / hexane; tetrahydrofuran / -78 - 0 °C

With chromium(VI) oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; pyridine; hexane; dichloromethane; 1: Acylation / 2: mesylation / 3: Elimination / 4: Oxidation / 5: silylation;

DOI:10.1021/jo000142b

upstream raw materials:

tert-butyldimethylsilyl chloride

(-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

(-)-3-[(1R)-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

pivaloyl chloride