2-methoxy-1-methyl-4-((trimethylsilyl)oxy)cyclohex-3-enecarbonitrile

Base Information

• Chemical Name: 2-methoxy-1-methyl-4-((trimethylsilyl)oxy)cyclohex-3-enecarbonitrile
• CAS No.: 134837-19-7
• Molecular Formula: C₁₂H₂₁NO₂Si
• Molecular Weight: 239.39
• Mol file: 134837-19-7.mol

Synonyms:2-methoxy-1-methyl-4-((trimethylsilyl)oxy)cyclohex-3-enecarbonitrile

Chemical Property of 2-methoxy-1-methyl-4-((trimethylsilyl)oxy)cyclohex-3-enecarbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methoxy-1-methyl-4-((trimethylsilyl)oxy)cyclohex-3-enecarbonitrile

There total 1 articles about 2-methoxy-1-methyl-4-((trimethylsilyl)oxy)cyclohex-3-enecarbonitrile 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:

danishefsky's diene (54125-02-9) + methacrylonitrile (126-98-7,25067-61-2) → 2-methoxy-1-methyl-4-((trimethylsilyl)oxy)cyclohex-3-enecarbonitrile (134837-19-7)

Guidance literature:

In toluene; Heating;

DOI:10.1016/0040-4039(91)85002-M

Reference yield: 79.0%

2-methoxy-1-methyl-4-((trimethylsilyl)oxy)cyclohex-3-enecarbonitrile (134837-19-7) → 1-methyl-4-oxocyclohex-2-enecarbonitrile (133828-05-4) + 2-methoxy-1-methyl-4-oxocyclohexanecarbonitrile (323180-02-5)

Guidance literature:

With ytterbium(III) triflate; In toluene; at 20 ℃; for 8h; Title compound not separated from byproducts;

Reference yield:

2-methoxy-1-methyl-4-((trimethylsilyl)oxy)cyclohex-3-enecarbonitrile (134837-19-7) → 3-methyl-6-oxocyclohex-4-ene-1,3-dicarbonitrile (1375081-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (1S)-10-camphorsulfonic acid / diethyl ether / 48 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / -78 - 20 °C

2.2: 0.83 h / -78 °C

With (1S)-10-camphorsulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; n-heptane; ethylbenzene;

DOI:10.1021/jm3003922

upstream raw materials:

danishefsky's diene

methacrylonitrile

Downstream raw materials:

1-methyl-4-oxocyclohex-2-enecarbonitrile

2-methoxy-1-methyl-4-oxocyclohexanecarbonitrile

3-methyl-6-oxocyclohex-4-ene-1,3-dicarbonitrile