2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carbonitrile

Base Information

Chemical Name:2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carbonitrile
CAS No.:1289560-78-6
Molecular Formula:C₂₁H₁₆N₂O₂
Molecular Weight:328.37
Hs Code.:

Synonyms:2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carbonitrile

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Chemical Property of 2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carbonitrile

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Technology Process of 2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carbonitrile

There total 17 articles about 2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carbonitrile 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: 71.0%

: 1289562-86-2
2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carboxamide

: 1289560-78-6
2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carbonitrile

Guidance literature:: With pyridine; trifluoroacetic anhydride; In 1,4-dioxane; at 20 ℃; for 2h;
DOI:10.1021/jm101597x

Reference yield:

: 65844-44-2
methyl 6-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

: 1289560-78-6
2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carbonitrile

Guidance literature:: Multi-step reaction with 12 steps

1.1: pyridine / 0 - 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 16 h / Reflux; Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

4.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

5.1: borane-THF / tetrahydrofuran / 1 h / 20 °C

5.2: 0.67 h / -78 °C

5.3: 2 h / -78 °C

6.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

7.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

7.2: 0.08 h

8.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

8.2: 0.08 h

9.1: ammonia / methanol / 2 h / 20 °C

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

11.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

12.1: pyridine; trifluoroacetic anhydride / 1,4-dioxane / 2 h / 20 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; ammonia; sodium carbonate; Dess-Martin periodane; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; 2.1: Suzuki coupling;
DOI:10.1021/jm101597x

Reference yield:

: 1289562-65-7
methyl 6-(trifluoromethanesulfonyloxy)-1,2,3,4-tetrahydronaphthalene-2-carboxylate

: 1289560-78-6
2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazole-5-carbonitrile

Guidance literature:: Multi-step reaction with 11 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 16 h / Reflux; Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

3.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

4.1: borane-THF / tetrahydrofuran / 1 h / 20 °C

4.2: 0.67 h / -78 °C

4.3: 2 h / -78 °C

5.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

6.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

6.2: 0.08 h

7.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

7.2: 0.08 h

8.1: ammonia / methanol / 2 h / 20 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

10.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

11.1: pyridine; trifluoroacetic anhydride / 1,4-dioxane / 2 h / 20 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; ammonia; sodium carbonate; Dess-Martin periodane; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Suzuki coupling;
DOI:10.1021/jm101597x