Cyclohexyl-{1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-vinyl}-amine

Base Information

• Chemical Name: Cyclohexyl-{1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-vinyl}-amine
• CAS No.: 218152-66-0
• Molecular Formula: C₂₀H₃₃NO₂Si
• Molecular Weight: 347.573
• Mol file: 218152-66-0.mol

Synonyms:Cyclohexyl-{1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-vinyl}-amine

Chemical Property of Cyclohexyl-{1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-vinyl}-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexyl-{1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-vinyl}-amine

There total 2 articles about Cyclohexyl-{1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-vinyl}-amine 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: 91.0%

cyclohexylamine (108-91-8,157973-60-9) + 1-[3-(2-Trimethylsilanyl-ethoxymethoxy)-phenyl]-ethanone (218152-72-8) → Cyclohexyl-{1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-vinyl}-amine (218152-66-0)

Guidance literature:

With 4A MS; In benzene; for 12h; Heating;

DOI:10.1021/jo981370x

Reference yield:

3-Hydroxyacetophenone (121-71-1) → Cyclohexyl-{1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-vinyl}-amine (218152-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / iPr₂NEt / CH₂Cl₂ / 0 °C

2: 91 percent / 4A MS / benzene / 12 h / Heating

With N-ethyl-N,N-diisopropylamine; In dichloromethane; benzene;

DOI:10.1021/jo981370x

Reference yield:

Cyclohexyl-{1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-vinyl}-amine (218152-66-0) → (2S,3R,4S,7S)-7-Methoxy-2,4-dimethyl-3-triethylsilanyloxy-7-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) LDA, HMPA / 1.) THF, hexane, 0 deg C, 10 min; -78 deg C, 30 min, 2.) -78 deg C to room temperature, 3 h; room temperature, 7 h

2: 95 percent / BH₃, (R)-C₁₈H₂₀BNO / tetrahydrofuran / 1.5 h / 0 °C

3: 1.) KH / 1.) THF, 0 deg C to room temperature, 1 h, 2.) 0 deg c, 2 h

4: 92 percent / DDQ / CH₂Cl₂ / 0.5 h / Ambient temperature; pH 7

With N,N,N,N,N,N-hexamethylphosphoric triamide; (R)-C₁₈H₂₀BNO; borane; potassium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo981370x

upstream raw materials:

cyclohexylamine

1-[3-(2-Trimethylsilanyl-ethoxymethoxy)-phenyl]-ethanone

3-Hydroxyacetophenone

Downstream raw materials:

(4S,5R,6S)-7-(4-Methoxy-benzyloxy)-4,6-dimethyl-5-triethylsilanyloxy-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-one

(1S,4S,5R,6S)-7-(4-Methoxy-benzyloxy)-4,6-dimethyl-5-triethylsilanyloxy-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol

(1S,4S,5R,6S)-7-(4'-methoxyphenylmethoxy-1-methoxy)-4,6-dimethyl-5-(triethylsilyloxy)-1-[3-(2-trimethylsilylethoxymethoxy)phenyl]heptane