phenyl-(6-exo-phenyl-6-endo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone

Base Information

Chemical Name:phenyl-(6-exo-phenyl-6-endo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone
CAS No.:448218-21-1
Molecular Formula:C₂₄H₂₁NO
Molecular Weight:339.437
Hs Code.:

Synonyms:phenyl-(6-exo-phenyl-6-endo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone

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Chemical Property of phenyl-(6-exo-phenyl-6-endo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone

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Technology Process of phenyl-(6-exo-phenyl-6-endo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone

There total 18 articles about phenyl-(6-exo-phenyl-6-endo-pyridin-2-yl-bicyclo[2.1.1]hex-5-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:

: C₃₀H₃₅NOSi

: 448218-21-1
phenyl-(6-exo-phenyl-6-endo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone

: Phenyl-((1R,4S,5S,6R)-6-phenyl-6-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone

Guidance literature:: With acetic acid;
DOI:10.1021/ol026251p

Reference yield:

: 488862-71-1
5-phenyl-5-(pyridin-2-yl)cyclopenta-1,3-diene

: 448218-21-1
phenyl-(6-exo-phenyl-6-endo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone

Guidance literature:: Multi-step reaction with 9 steps

1.1: 45 percent / HCl / CH₂Cl₂ / 72 h

2.1: 1.16 g / potassium azodiformate; acetic acid / methanol / 3.5 h

3.1: KOH / H₂O / 48 h

3.2: 53 percent / HCl / H₂O / 50 h / Heating

4.1: diisopropylamine; n-BuLi / tetrahydrofuran / -78 °C

4.2: 1.01 g / tetrahydrofuran / 48 h

5.1: 0.65 g / tosyl azide; triethylamine / CH₂Cl₂

6.1: 78 percent / 0.67 h / Irradiation

7.1: 80 percent / DIBAL-H / toluene; hexane / 2 h / -78 °C

8.1: diethyl ether / 0.17 h / 20 °C

9.1: 80 mg / Jones reagent / acetone / 0.25 h

With hydrogenchloride; potassium hydroxide; n-butyllithium; 4-toluenesulfonyl azide; jones reagent; potassium diazodicarboxylate; diisobutylaluminium hydride; acetic acid; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetone; toluene; 1.1: Diels-Alder reaction / 3.2: Nef reaction / 6.1: Wolff rearrangement;
DOI:10.1021/jo026187p

Reference yield:

: 488862-67-5
4-phenyl-4-(pyridin-2-yl)cyclopentene

: 448218-21-1
phenyl-(6-exo-phenyl-6-endo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone

Guidance literature:: Multi-step reaction with 11 steps

1.1: HBr; Br₂ / diethyl ether / 0.75 h / 20 °C

2.1: 3.7 g / t-BuOK; 18-crown-6 / tetrahydrofuran / -78 - 20 °C

3.1: 45 percent / HCl / CH₂Cl₂ / 72 h

4.1: 1.16 g / potassium azodiformate; acetic acid / methanol / 3.5 h

5.1: KOH / H₂O / 48 h

5.2: 53 percent / HCl / H₂O / 50 h / Heating

6.1: diisopropylamine; n-BuLi / tetrahydrofuran / -78 °C

6.2: 1.01 g / tetrahydrofuran / 48 h

7.1: 0.65 g / tosyl azide; triethylamine / CH₂Cl₂

8.1: 78 percent / 0.67 h / Irradiation

9.1: 80 percent / DIBAL-H / toluene; hexane / 2 h / -78 °C

10.1: diethyl ether / 0.17 h / 20 °C

11.1: 80 mg / Jones reagent / acetone / 0.25 h

With hydrogenchloride; potassium hydroxide; n-butyllithium; 4-toluenesulfonyl azide; jones reagent; 18-crown-6 ether; potassium tert-butylate; hydrogen bromide; bromine; potassium diazodicarboxylate; diisobutylaluminium hydride; acetic acid; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetone; toluene; 3.1: Diels-Alder reaction / 5.2: Nef reaction / 8.1: Wolff rearrangement;
DOI:10.1021/jo026187p