4-((1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy)benzaldehyde

Base Information

• Chemical Name: 4-((1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy)benzaldehyde
• CAS No.: 1254036-06-0
• Molecular Formula: C₂₀H₁₇N₃O₅
• Molecular Weight: 379.372

Synonyms:4-((1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy)benzaldehyde

Chemical Property of 4-((1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy)benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 4-((1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy)benzaldehyde

There total 4 articles about 4-((1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy)benzaldehyde 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: 75.0%

1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonate (1254036-00-4) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-((1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy)benzaldehyde (1254036-06-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl acetamide; at 110 ℃;

DOI:10.1021/acs.jmedchem.5b01654

Reference yield: 32.0%

→ 4-((1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy)benzaldehyde (1254036-06-0)

Guidance literature:

Reference yield:

ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate (99367-44-9) → 4-((1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy)benzaldehyde (1254036-06-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium cyanide; triethylamine / methanol / 2 h / 20 °C

2: triethylamine / dichloromethane / 0 - 20 °C

3: caesium carbonate / N,N-dimethyl acetamide / 110 °C

With sodium cyanide; caesium carbonate; triethylamine; In methanol; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1021/acs.jmedchem.5b01654

upstream raw materials:

1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonate

4-hydroxy-benzaldehyde

ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate

(3-hydroxyazetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone

Downstream raw materials:

(3-(4-((3,3-dimethyl-1-oxa-6-azaspiro[3.3]heptan-6-yl)methyl)phenoxy)azetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone

(3-(4-((4-(hydroxymethyl)piperidin-1-yl)methyl)phenoxy)azetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone

(3-(4-((3-methoxyazetidin-1-yl)methyl)-phenoxy)azetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone

(3-(4-((4-hydroxy-4-methylazepan-1-yl)methyl)phenoxy)azetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone

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