3(N),4-dibenzyl-8-(2'-trimethylsilyl)ethoxy-6,7,13,13-tetramethyl-2-oxo-3-aza-9-oxatricyclo<8.4.0.0^5,10>tetradeca-1,6-diene

Base Information

• Chemical Name: 3(N),4-dibenzyl-8-(2'-trimethylsilyl)ethoxy-6,7,13,13-tetramethyl-2-oxo-3-aza-9-oxatricyclo<8.4.0.0^5,10>tetradeca-1,6-diene
• CAS No.: 82511-63-5
• Molecular Formula: C₃₅H₄₇NO₃Si
• Molecular Weight: 557.849
• Mol file: 82511-63-5.mol

Synonyms:3(N),4-dibenzyl-8-(2'-trimethylsilyl)ethoxy-6,7,13,13-tetramethyl-2-oxo-3-aza-9-oxatricyclo<8.4.0.0^5,10>tetradeca-1,6-diene

Chemical Property of 3(N),4-dibenzyl-8-(2'-trimethylsilyl)ethoxy-6,7,13,13-tetramethyl-2-oxo-3-aza-9-oxatricyclo<8.4.0.0^5,10>tetradeca-1,6-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3(N),4-dibenzyl-8-(2'-trimethylsilyl)ethoxy-6,7,13,13-tetramethyl-2-oxo-3-aza-9-oxatricyclo<8.4.0.0^5,10>tetradeca-1,6-diene

There total 4 articles about 3(N),4-dibenzyl-8-(2'-trimethylsilyl)ethoxy-6,7,13,13-tetramethyl-2-oxo-3-aza-9-oxatricyclo<8.4.0.0^5,10>tetradeca-1,6-diene 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: 15.0%

(2'S)-3,3-dimethyl-6-oxocyclohex-1-enyl-1-((Z,E)-N,N-benzyl-2'-<6'-(trimethylsilyl)ethoxy-4',5'-dimethyl-1'-phenyl>hexa-3',5'-dienyl)carboxamide (82495-85-0) → (3S,3aR,6aS,7S,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-7-(2'-trimethylsilyl)ethoxy-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione (82522-07-4) + 3(N),4-dibenzyl-8-(2'-trimethylsilyl)ethoxy-6,7,13,13-tetramethyl-2-oxo-3-aza-9-oxatricyclo<8.4.0.05,10>tetradeca-1,6-diene (82511-63-5)

Guidance literature:

In toluene; at 110 ℃; for 15h;

DOI:10.1021/ja00385a029

Reference yield:

3,3-dimethyl-6-oxocyclohex-1-ene carboxylic acid (82495-84-9) → 3(N),4-dibenzyl-8-(2'-trimethylsilyl)ethoxy-6,7,13,13-tetramethyl-2-oxo-3-aza-9-oxatricyclo<8.4.0.05,10>tetradeca-1,6-diene (82511-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / 2-chloro-1-methylpyridinium iodide, triethylamine / CH₂Cl₂

2: 15 percent / toluene / 15 h / 110 °C

With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; toluene;

DOI:10.1021/ja00385a029

Reference yield:

(2S)-(Z,E)-N,N-benzyl-2-<6-(2'-trimethylsilyl)ethoxy-4,5-dimethyl-1-phenyl>hexa-3,5-dienylamine (82495-82-7) → 3(N),4-dibenzyl-8-(2'-trimethylsilyl)ethoxy-6,7,13,13-tetramethyl-2-oxo-3-aza-9-oxatricyclo<8.4.0.05,10>tetradeca-1,6-diene (82511-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / 2-chloro-1-methylpyridinium iodide, triethylamine / CH₂Cl₂

2: 15 percent / toluene / 15 h / 110 °C

With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; toluene;

DOI:10.1021/ja00385a029

upstream raw materials:

(2'S)-3,3-dimethyl-6-oxocyclohex-1-enyl-1-((Z,E)-N,N-benzyl-2'-<6'-(trimethylsilyl)ethoxy-4',5'-dimethyl-1'-phenyl>hexa-3',5'-dienyl)carboxamide

3,3-dimethyl-6-oxocyclohex-1-ene carboxylic acid

(2S)-(Z,E)-N,N-benzyl-2-<6-(2'-trimethylsilyl)ethoxy-4,5-dimethyl-1-phenyl>hexa-3,5-dienylamine

N-Benzyl-N-[(2Z,4E)-(S)-1-benzyl-3,4-dimethyl-5-(2-trimethylsilanyl-ethoxy)-penta-2,4-dienyl]-4-methyl-benzenesulfonamide