(3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane

Base Information

• Chemical Name: (3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane
• CAS No.: 325744-79-4
• Molecular Formula: C₁₂H₂₂O₂Si
• Molecular Weight: 226.391
• Mol file: 325744-79-4.mol

Synonyms:(3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane

Chemical Property of (3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane

There total 1 articles about (3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane 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: 83.0%

chloro-trimethyl-silane (75-77-4) + 3-methoxy-6,6-dimethylcyclohex-2-en-1-one (90611-61-3) → (3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane (325744-79-4)

Guidance literature:

3-methoxy-6,6-dimethylcyclohex-2-en-1-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

chloro-trimethyl-silane;

DOI:10.1016/S0040-4039(00)01786-X

Reference yield: 81.0%

(3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane (325744-79-4) + (S)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((S)-5-oxo-tetrahydro-furan-3-yl)-but-2-ynoic acid ethyl ester → 2-[(R)-(tert-Butyl-diphenyl-silanyloxy)-((R)-5-oxo-tetrahydro-furan-3-yl)-methyl]-6-hydroxy-4-methoxy-benzoic acid ethyl ester

Guidance literature:

(3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane; (S)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((S)-5-oxo-tetrahydro-furan-3-yl)-but-2-ynoic acid ethyl ester; at 160 ℃;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(00)01786-X

Reference yield:

(3-methoxy-6,6-dimethyl-cyclohexa-1,3-dienyloxy)-trimethyl-silane (325744-79-4) → 4-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-6-methoxy-8-triisopropylsilanyloxy-4,9-dihydro-3H-naphtho[2,3-c]furan-1-one

Guidance literature:

Multi-step reaction with 7 steps

1.1: 160 °C

1.2: 81 percent / aq. HCl / tetrahydrofuran / 20 °C

2.1: 100 percent / imidazole / dimethylformamide / 20 °C

3.1: NaHMDS / tetrahydrofuran / -78 °C

4.1: NaH / tetrahydrofuran / 0 °C

5.1: 83 percent / Zn(BH₄)2 / CH₂Cl₂ / 0 °C

6.1: 81 percent / mCPBA / CH₂Cl₂ / 0 °C

7.1: 89 percent / P(OMe)3 / toluene / Heating

With 1H-imidazole; zinc(II) tetrahydroborate; sodium hexamethyldisilazane; sodium hydride; 3-chloro-benzenecarboperoxoic acid; phosphorous acid trimethyl ester; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Diels-Alder reaction / 3.1: Dieckmann condensation;

DOI:10.1016/S0040-4039(00)01786-X

upstream raw materials:

chloro-trimethyl-silane

3-methoxy-6,6-dimethylcyclohex-2-en-1-one