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

Base Information

• Chemical Name: 4-(1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy-3-methylbenzaldehyde
• CAS No.: 1354792-68-9
• Molecular Formula: C₂₁H₁₉N₃O₅
• Molecular Weight: 393.399

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

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

Chemical Property:

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

There total 2 articles about 4-(1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy-3-methylbenzaldehyde 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: 48.0%

4-hydroxy-3-methyl-benzaldehyde (15174-69-3) + 1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonate (1254036-00-4) → 4-(1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy-3-methylbenzaldehyde (1354792-68-9)

Guidance literature:

With caesium carbonate; In N,N-dimethyl acetamide; at 97 ℃; for 20h;

DOI:10.1021/acs.jmedchem.9b00030

Reference yield: 38.0%

→ 4-(1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy-3-methylbenzaldehyde (1354792-68-9)

Guidance literature:

Reference yield: 65.0%

2-oxa-6-azaspiro[3.3]heptane 0.5 oxalic acid salt (1045709-32-7,1254966-66-9) + 4-(1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl)oxy-3-methylbenzaldehyde (1354792-68-9) → (3-(4-(2-oxa-6-azaspiro[3.3]heptan-6-ylmethyl)-2-methylphenoxy)azetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone

Guidance literature:

With sodium tris(acetoxy)borohydride; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.9b00030

upstream raw materials:

4-hydroxy-3-methyl-benzaldehyde

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

Downstream raw materials:

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

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