2-(4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Base Information

Chemical Name:2-(4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid
CAS No.:1477523-93-5
Molecular Formula:C₂₇H₂₉N₃O₅
Molecular Weight:475.544
Hs Code.:

Synonyms:2-(4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

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Chemical Property of 2-(4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 2-(4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

There total 7 articles about 2-(4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic 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: 17.0%

: 1477524-10-9
methyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

: 113366-51-1
2-ethyl-4-methyl-1,3-oxazole-5-carboxylic acid

: 1477523-93-5
2-(4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Guidance literature:: methyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate; 2-ethyl-4-methyl-1,3-oxazole-5-carboxylic acid; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide;

With water; lithium hydroxide; In tetrahydrofuran;
DOI:10.1021/acsmedchemlett.9b00117

Reference yield:

: 1477524-04-1
methyl 8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decane-8-carboxylate

: 1477523-93-5
2-(4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C

2.1: toluene-4-sulfonic acid / water; acetone / 1 h / 75 °C

3.1: sodium hydride / mineral oil; methanol / 0.5 h / 20 °C

3.2: 18 h / 20 °C

4.1: sodium hydride / 1,4-dioxane; mineral oil / 0.5 h / 20 - 100 °C / Cooling with ice

5.1: potassium acetate / 1,4-dioxane / 0.25 h / 20 °C / Inert atmosphere

5.2: 18 h / 80 °C / Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.83 h / 120 °C / Microwave irradiation

7.1: triethylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium hydride; diisobutylaluminium hydride; sodium carbonate; toluene-4-sulfonic acid; triethylamine; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; mineral oil; 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination / 4.1: |Michael Addition;
DOI:10.1021/acsmedchemlett.9b00117

Reference yield:

: 1477524-05-2
(8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decan-8-yl)methanol

: 1477523-93-5
2-(4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / water; acetone / 1 h / 75 °C

2.1: sodium hydride / mineral oil; methanol / 0.5 h / 20 °C

2.2: 18 h / 20 °C

3.1: sodium hydride / 1,4-dioxane; mineral oil / 0.5 h / 20 - 100 °C / Cooling with ice

4.1: potassium acetate / 1,4-dioxane / 0.25 h / 20 °C / Inert atmosphere

4.2: 18 h / 80 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.83 h / 120 °C / Microwave irradiation

6.1: triethylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; triethylamine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetone; mineral oil; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination / 3.1: |Michael Addition;
DOI:10.1021/acsmedchemlett.9b00117