pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone

Base Information

• Chemical Name: pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone
• CAS No.: 1407183-51-0
• Molecular Formula: C₂₀H₁₉NO
• Molecular Weight: 289.377
• Mol file: 1407183-51-0.mol

Synonyms:pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone

Chemical Property of pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone

There total 8 articles about pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone 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:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + (E)‐1‐(pyridin‐2‐yl)‐3‐(p‐tolyl)prop‐2‐en‐1‐one (158014-83-6) → pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone (1407183-51-0) + (pyridin-2-yl)(3-p-tolylbicyclo[2.2.1]hept-5-en-2-yl)methanone

Guidance literature:

With 4-morpholineethanesulfonic acid; C₂₀H₂₄N₁₀O₁₂P₂; copper(II) bis(trifluoromethanesulfonate); at 4 ℃; for 72h; pH=5.5; enantioselective reaction;

DOI:10.1002/ejoc.202000652

Reference yield:

1-(2-pyridyl)-3-(4-tolyl)propen-1-one (24582-66-9) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone (1407183-51-0) + (pyridin-2-yl)(3-p-tolylbicyclo[2.2.1]hept-5-en-2-yl)methanone + pyridin-2-yl-(3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone

Guidance literature:

With potassium dihydrogenphosphate; 5′-GGTTGGTGTGG-3′ G-triplex; potassium chloride; copper(II) nitrate; In acetonitrile; at 4 ℃; for 24h; pH=7; Overall yield = 85 %; Optical yield = 18 %ee; stereoselective reaction;

DOI:10.1016/j.catcom.2015.09.012

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + (E)‐1‐(pyridin‐2‐yl)‐3‐(p‐tolyl)prop‐2‐en‐1‐one (158014-83-6) → pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone (1407183-51-0) + (pyridin-2-yl)(3-p-tolylbicyclo[2.2.1]hept-5-en-2-yl)methanone + C20H19NO

Guidance literature:

With copper(II) nitrate trihydrate; potassium chloride; C₁₂₀H₁₅₀N₄₈O₇₇P₁₂; sodium chloride; In aq. buffer; at 4 ℃; for 24h; pH=6.5; Reagent/catalyst; stereoselective reaction;

DOI:10.1016/j.cclet.2020.12.047

upstream raw materials:

1-(2-pyridyl)-3-(4-tolyl)propen-1-one

cyclopenta-1,3-diene

(E)-1-Pyridin-2-yl-3-o-tolyl-propenone

(E)‐1‐(pyridin‐2‐yl)‐3‐(p‐tolyl)prop‐2‐en‐1‐one