(1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione

Base Information

• Chemical Name: (1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione
• CAS No.: 464189-28-4
• Molecular Formula: C₁₈H₂₁NO₂Si
• Molecular Weight: 311.456
• Mol file: 464189-28-4.mol

Synonyms:(1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione

Chemical Property of (1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione

There total 2 articles about (1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 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: 76.0%

chloro-trimethyl-silane (75-77-4) + N-phenylbicyclo[2.2.1]hept-5-ene-2-endo,3-endo-dicarboximide (26234-46-8,29377-36-4,56552-68-2) → (1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (464189-28-4)

Guidance literature:

With n-butyllithium; (R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride; In tetrahydrofuran; hexane; at -107 - 20 ℃; for 4h;

DOI:10.1016/S0040-4020(02)00367-8

Reference yield:

chloro-trimethyl-silane (75-77-4) + N-phenylbicyclo[2.2.1]hept-5-ene-2-endo,3-endo-dicarboximide (26234-46-8,29377-36-4,56552-68-2) → (1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (464189-28-4) + (1S,2S,6R,7R)-4-Phenyl-2-trimethylsilanyl-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

Guidance literature:

With lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide; lithium chloride; In tetrahydrofuran; at -100 - 20 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1039/a803574a

Reference yield: 83.0%

(1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (464189-28-4) → (1R,2R,5R,6S,7S)-5-hydroxy-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.02,6]dec-8-en-3-one

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.133333h;

DOI:10.1016/S0040-4020(02)00367-8

upstream raw materials:

chloro-trimethyl-silane

N-phenylbicyclo[2.2.1]hept-5-ene-2-endo,3-endo-dicarboximide