1-[(4-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylic acid

Base Information

Chemical Name:1-[(4-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylic acid
CAS No.:913827-83-5
Molecular Formula:C₂₂H₁₆F₃N₃O₄S
Molecular Weight:475.448
Hs Code.:

Synonyms:1-[(4-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylic acid

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Chemical Property of 1-[(4-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylic acid

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Technology Process of 1-[(4-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylic acid

There total 9 articles about 1-[(4-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylic 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: 39.0%

: Ethyl 1-[(4-{5-[4-phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylate

: 913827-83-5
1-[(4-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylic acid

Guidance literature:: Ethyl 1-[(4-{5-[4-phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylate; With lithium hydroxide; water; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

With acetic acid; In tetrahydrofuran; methanol;

With oxalic acid; In tetrahydrofuran; methanol; for 0.5h;

Reference yield:

: 21921-76-6
4-bromo-2-furancarbaldehyde

: 913827-83-5
1-[(4-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: methanol; sodium tetrahydroborate / 1 h / 0 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 4 h

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C

3.2: 0.75 h / -78 °C

4.1: hydroxylamine hydrochloride; triethylamine / dichloromethane / 2 h / 20 °C

5.1: dicyclohexyl-carbodiimide / toluene / 16 h / 90 °C

6.1: hydroxylamine / ethanol; water / 1 h / 60 °C

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 60 °C

9.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 1 h / 0 °C

10.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C

11.1: lithium hydroxide; water / tetrahydrofuran; methanol / 1 h / 20 °C

11.3: 0.5 h

With 1H-imidazole; methanol; lithium hydroxide; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; water; hydroxylamine; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: C₁₈H₁₀BrF₃N₂O₂S

: 913827-83-5
1-[(4-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-furyl)methyl]azetidine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C

2.1: lithium hydroxide; water / tetrahydrofuran; methanol / 1 h / 20 °C

2.3: 0.5 h

With lithium hydroxide; water; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;