(-)-(1R,5R)-2,3-(2'-Phenyl-1'-azobenzo)-6,6-dimethylbicyclo[3.1.1]heptane

Base Information

• Chemical Name: (-)-(1R,5R)-2,3-(2'-Phenyl-1'-azobenzo)-6,6-dimethylbicyclo[3.1.1]heptane
• CAS No.: 173787-59-2
• Molecular Formula: C₁₈H₁₉N
• Molecular Weight: 249.356
• Mol file: 173787-59-2.mol

Synonyms:(-)-(1R,5R)-2,3-(2'-Phenyl-1'-azobenzo)-6,6-dimethylbicyclo[3.1.1]heptane

Chemical Property of (-)-(1R,5R)-2,3-(2'-Phenyl-1'-azobenzo)-6,6-dimethylbicyclo[3.1.1]heptane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1R,5R)-2,3-(2'-Phenyl-1'-azobenzo)-6,6-dimethylbicyclo[3.1.1]heptane

There total 1 articles about (-)-(1R,5R)-2,3-(2'-Phenyl-1'-azobenzo)-6,6-dimethylbicyclo[3.1.1]heptane 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: 60.0%

pinocarvone (34413-88-2) + N-phenacylpyridinium bromide (16883-69-5) → (-)-(1R,5R)-2,3-(2'-Phenyl-1'-azobenzo)-6,6-dimethylbicyclo[3.1.1]heptane (173787-59-2)

Guidance literature:

With ammonium acetate; In acetic acid; at 100 ℃; for 20h;

DOI:10.1016/0957-4166(95)00381-9

Reference yield: 86.0%

mercury(II) diacetate (1600-27-7) + (-)-(1R,5R)-2,3-(2'-Phenyl-1'-azobenzo)-6,6-dimethylbicyclo[3.1.1]heptane (173787-59-2) + calcium chloride (14336-71-1) → (-)-(1S,5S)-2,3-[2'-(2''-chloromercuriophenyl)-1-azabenzo]-6,6-dimethylbicyclo[3.1.1]heptane

Guidance literature:

In ethanol; acetic acid; (under Ar) suspn. of ligand and Hg(CH3CO2)2 in EtOH and acetic acid stirred at reflux overnight, cooled to room temp., soln. of CaCl2 in EtOH added, H2O added; filtered, washed with H2O, dried under vac. overnight; elem. anal.;

DOI:10.1016/j.ica.2005.06.026

Reference yield:

(-)-(1R,5R)-2,3-(2'-Phenyl-1'-azobenzo)-6,6-dimethylbicyclo[3.1.1]heptane (173787-59-2) → (1R,9R)-10,10-Dimethyl-5-phenyl-6-aza-tricyclo[7.1.1.02,7]undeca-2(7),3,5-triene 6-oxide

Guidance literature:

With peracetic acid; In acetic acid; at 70 ℃; for 24h;

DOI:10.1016/0957-4166(95)00381-9

upstream raw materials:

pinocarvone

N-phenacylpyridinium bromide

Downstream raw materials:

(5R,7S,8S)-8-hydroxy-5,6,7,8-Tetrahydro-6,6-dimethyl-2-phenyl-5,7-methanoquinoline

(1R,8R,9S)-10,10-Dimethyl-5-phenyl-6-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-trien-8-ol

Isobutyric acid (1R,8S,9S)-10,10-dimethyl-5-phenyl-6-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-trien-8-yl ester

Isobutyric acid (1R,8R,9S)-10,10-dimethyl-5-phenyl-6-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-trien-8-yl ester