(1S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.0 ^2,7]undeca-2,4,6-triene

Base Information

• Chemical Name: (1S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.0 ^2,7]undeca-2,4,6-triene
• CAS No.: 211874-85-0
• Molecular Formula: C₁₈H₁₉N
• Molecular Weight: 249.356
• Mol file: 211874-85-0.mol

Synonyms:(1S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.0 ^2,7]undeca-2,4,6-triene

Chemical Property of (1S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.0 ^2,7]undeca-2,4,6-triene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.0 ^2,7]undeca-2,4,6-triene

There total 6 articles about (1S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.0 ^2,7]undeca-2,4,6-triene 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: 85.0%

(1S)-pinocarvone (19890-00-7) + N-phenacylpyridinium bromide (16883-69-5) → (1S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.0 2,7]undeca-2,4,6-triene (211874-85-0)

Guidance literature:

With ammonium acetate; acetic acid; at 110 ℃; for 24h;

DOI:10.1002/chem.201602372

Reference yield: 65.0%

(1S)-pinocarvone (19890-00-7) + 1-(2-phenyl-2-oxoethyl)pyridinium iodide (1137-94-6) → (1S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.0 2,7]undeca-2,4,6-triene (211874-85-0)

Guidance literature:

1-(2-phenyl-2-oxoethyl)pyridinium iodide; With ammonium acetate; acetic acid; at 120 ℃; Inert atmosphere;

(1S)-pinocarvone; for 16h; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.201500120

Reference yield:

(+)-α-pinene (7785-70-8,25766-18-1) → (1S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.0 2,7]undeca-2,4,6-triene (211874-85-0)

Guidance literature:

Multi-step reaction with 2 steps

1: oxygen; acetic anhydride / UV-irradiation; Inert atmosphere

2: ammonium acetate

With ammonium acetate; oxygen; acetic anhydride; 2: Krohnke reaction;

DOI:10.1016/j.tet.2011.05.075

upstream raw materials:

(1S)-pinocarvone

1-(2-phenyl-2-oxoethyl)pyridinium iodide

pyridine

(+)-α-pinene

Downstream raw materials:

C₃₀H₂₈NP

(5S,7R,8S)-2-phenyl-8-hydroxy-5,7-methano-6,6-dimethyl-5,6,7,8-tetrahydroquinoline

C₁₈H₁₉NO

C₁₉H₂₁NO