methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

Base Information

Chemical Name:methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate
CAS No.:1289561-39-2
Molecular Formula:C₂₇H₂₂N₂O₄
Molecular Weight:438.483
Hs Code.:

Synonyms:methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

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Chemical Property of methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

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Technology Process of methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

There total 16 articles about methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate 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:

: 1289560-84-4
methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

: 1289561-41-6
methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

: 1289561-39-2
methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

Guidance literature:: With Daicel ChiraCel OD; In ethanol; hexane; Resolution of racemate;
DOI:10.1021/jm101597x

Reference yield:

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

: 1289561-39-2
methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

Guidance literature:: Multi-step reaction with 11 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 16 h / Reflux; Inert atmosphere

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

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

11.1: Daicel ChiraCel OD / ethanol; hexane / Resolution of racemate

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; sodium carbonate; Dess-Martin periodane; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 2.1: Suzuki coupling / 8.1: Stille coupling;
DOI:10.1021/jm101597x

Reference yield:

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

: 1289561-39-2
methyl 6-(2-(6-phenyl-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

Guidance literature:: Multi-step reaction with 10 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 16 h / Reflux; Inert atmosphere

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

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

10.1: Daicel ChiraCel OD / ethanol; hexane / Resolution of racemate

With 1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; sodium carbonate; Dess-Martin periodane; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Suzuki coupling / 7.1: Stille coupling;
DOI:10.1021/jm101597x