(1S,4R)-5-phenyl-3-pyridin-2-yl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene

Base Information

• Chemical Name: (1S,4R)-5-phenyl-3-pyridin-2-yl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene
• CAS No.: 1193889-37-0
• Molecular Formula: C₁₇H₁₆N₂O
• Molecular Weight: 264.327
• Mol file: 1193889-37-0.mol

Synonyms:(1S,4R)-5-phenyl-3-pyridin-2-yl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene

Chemical Property of (1S,4R)-5-phenyl-3-pyridin-2-yl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4R)-5-phenyl-3-pyridin-2-yl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene

There total 1 articles about (1S,4R)-5-phenyl-3-pyridin-2-yl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene 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:

1-(cyclohexa-1,5-dienyl)benzene (15619-34-8) + 2-nitrosopyridine (79917-37-6) → (1S,4R)-5-phenyl-3-pyridin-2-yl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene (1193889-37-0) + (1R,4S)-5-phenyl-3-pyridin-2-yl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene

Guidance literature:

2-nitrosopyridine; With tetrakis(actonitrile)copper(I) hexafluorophosphate; (R,Rp)-Walphos-CF₃; In dichloromethane; at -86 ℃; for 0.416667h; Inert atmosphere;

1-(cyclohexa-1,5-dienyl)benzene; In dichloromethane; at -86 - -20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.200901331

Reference yield: 90.0%

(1S,4R)-5-phenyl-3-pyridin-2-yl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene (1193889-37-0) → (1S,4R)-3-phenyl-4-(pyridin-2-ylamino)-cyclohex-2-enol (1193889-51-8)

Guidance literature:

With sodium tetrahydroborate; molybdenum hexacarbonyl; In methanol; water; at 65 ℃; for 20h;

DOI:10.1002/chem.200901331

upstream raw materials:

1-(cyclohexa-1,5-dienyl)benzene

2-nitrosopyridine

Downstream raw materials:

(1S,4R)-3-phenyl-4-(pyridin-2-ylamino)-cyclohex-2-enol