(E)-3-Methyl-4-phenyl-2-trimethylsilanyloxy-but-3-enenitrile

Base Information

• Chemical Name: (E)-3-Methyl-4-phenyl-2-trimethylsilanyloxy-but-3-enenitrile
• CAS No.: 81040-24-6
• Molecular Formula: C₁₄H₁₉NOSi
• Molecular Weight: 245.396
• Mol file: 81040-24-6.mol

Synonyms:(E)-3-Methyl-4-phenyl-2-trimethylsilanyloxy-but-3-enenitrile

Chemical Property of (E)-3-Methyl-4-phenyl-2-trimethylsilanyloxy-but-3-enenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-Methyl-4-phenyl-2-trimethylsilanyloxy-but-3-enenitrile

There total 1 articles about (E)-3-Methyl-4-phenyl-2-trimethylsilanyloxy-but-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: 84.0%

trimethylsilyl cyanide (7677-24-9) + α-methyl-trans-cinnamaldehyde (15174-47-7) → (E)-3-Methyl-4-phenyl-2-trimethylsilanyloxy-but-3-enenitrile (81040-24-6)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; at 25 ℃; for 4h;

Reference yield:

(E)-3-Methyl-4-phenyl-2-trimethylsilanyloxy-but-3-enenitrile (81040-24-6) → (4S,5R)-5-Ethyl-2-hydroxy-3-methyl-4-phenyl-cyclopent-2-enone

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithiating reagent

1.3: H₂O

2.1: IBX

3.1: Yb(OTf)3; pyrrolidine / dimethylsulfoxide / 20 °C

With pyrrolidine; lithiating reagent; ytterbium(III) triflate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; 3.1: Nazarov reaction;

DOI:10.1021/ol050970x

Reference yield:

(E)-3-Methyl-4-phenyl-2-trimethylsilanyloxy-but-3-enenitrile (81040-24-6) → 2,4-dimethyl-5-phenyl-furan-3-one

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithiating reagent

1.3: H₂O

2.1: IBX

3.1: 78 percent / triflic acid / CH₂Cl₂ / 0.08 h / -20 °C

With trifluorormethanesulfonic acid; lithiating reagent; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane;

DOI:10.1021/ol050970x

upstream raw materials:

trimethylsilyl cyanide

α-methyl-trans-cinnamaldehyde

Downstream raw materials:

C₁₄H₁₈LiNOSi

2,3-Dimethyl-4-phenyl-2-(trimethylsiloxy)-3-butennitril

(E)-4-Hydroxy-2-methyl-1-phenyl-pent-1-en-3-one

(E)-2,5-Dimethyl-1-phenyl-hex-1-ene-3,4-dione