6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinic acid

Base Information

Chemical Name:6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinic acid
CAS No.:1289561-67-6
Molecular Formula:C₂₆H₂₀N₂O₅
Molecular Weight:440.455
Hs Code.:

Synonyms:6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinic acid

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Chemical Property of 6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinic acid

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Technology Process of 6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinic acid

There total 8 articles about 6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-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:

: 1289561-63-2
methyl 6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate

: 1289561-67-6
6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-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:

: 1289563-03-6
2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)oxazole

: 1289561-67-6
6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinic acid

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: -78 - 20 °C

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

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

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

5.1: Daicel ChiraCel OD, 10 μm;, 2 x 25 cm / ethanol; hexanes / Resolution of racemate

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

With n-butyllithium; tetrabutyl ammonium fluoride; Dess-Martin periodane; trimethyltin(IV) hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; hexanes; ethanol; dichloromethane; 1,2-dichloro-ethane;

Reference yield:

: 1289563-05-8
2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(tributylstannyl)oxazole

: 1289561-67-6
6-(2-(6-phenoxy-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinic acid

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4: Daicel ChiraCel OD, 10 μm;, 2 x 25 cm / ethanol; hexanes / Resolution of racemate

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

With tetrabutyl ammonium fluoride; Dess-Martin periodane; trimethyltin(IV) hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; hexanes; ethanol; dichloromethane; 1,2-dichloro-ethane;