6-(2-(5-phenoxyindane-2-carbonyl)oxazol-5-yl)picolinic acid

Base Information

Chemical Name:6-(2-(5-phenoxyindane-2-carbonyl)oxazol-5-yl)picolinic acid
CAS No.:1289562-24-8
Molecular Formula:C₂₅H₁₈N₂O₅
Molecular Weight:426.428
Hs Code.:

Synonyms:

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Chemical Property of 6-(2-(5-phenoxyindane-2-carbonyl)oxazol-5-yl)picolinic acid

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Technology Process of 6-(2-(5-phenoxyindane-2-carbonyl)oxazol-5-yl)picolinic acid

There total 15 articles about 6-(2-(5-phenoxyindane-2-carbonyl)oxazol-5-yl)picolinic acid 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:

: 1289562-20-4
methyl 6-(2-(5-phenoxyindane-2-carbonyl)oxazol-5-yl)picolinate

: 1289562-24-8
6-(2-(5-phenoxyindane-2-carbonyl)oxazol-5-yl)picolinic acid

Guidance literature:: With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 70 ℃; for 16h;
DOI:10.1021/jm101597x

Reference yield:

: 13623-25-1
6-methoxy-2,3-dihydro-1H-inden-1-one

: 1289562-24-8
6-(2-(5-phenoxyindane-2-carbonyl)oxazol-5-yl)picolinic acid

Guidance literature:: Multi-step reaction with 15 steps

1.1: sodium hydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

2.1: palladium 10% on activated carbon; perchloric acid; hydrogen; acetic acid / 16 h

3.1: water; hydrogen bromide; acetic acid / 2 h / Inert atmosphere; Reflux

4.1: sulfuric acid / 1 h / Inert atmosphere; Reflux

5.1: copper diacetate / dichloromethane / 0.25 h / 20 °C / Molecular sieve

5.2: 17 h / 20 °C / Inert atmosphere

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

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

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

8.2: 0.67 h / -78 °C

8.3: 2 h / -78 °C

9.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

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

10.2: 0.08 h

11.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 16 h / Reflux; Inert atmosphere

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

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

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

15.1: trimethyltin(IV) hydroxide / 1,2-dichloro-ethane / 16 h / 70 °C

With 1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; perchloric acid; borane-THF; sulfuric acid; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; water; hydrogen bromide; hydrogen; copper diacetate; sodium hydride; Dess-Martin periodane; acetic acid; trimethyltin(IV) hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 11.1: Stille coupling;
DOI:10.1021/jm101597x

Reference yield:

: 136191-08-7
5-hydroxyindane-2-carboxylic acid

: 1289562-24-8
6-(2-(5-phenoxyindane-2-carbonyl)oxazol-5-yl)picolinic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: sulfuric acid / 1 h / Inert atmosphere; Reflux

2.1: copper diacetate / dichloromethane / 0.25 h / 20 °C / Molecular sieve

2.2: 17 h / 20 °C / 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

12.1: trimethyltin(IV) hydroxide / 1,2-dichloro-ethane / 16 h / 70 °C

With 1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; borane-THF; sulfuric acid; tetrabutyl ammonium fluoride; copper diacetate; Dess-Martin periodane; trimethyltin(IV) hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 8.1: Stille coupling;
DOI:10.1021/jm101597x