4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-2-fluorophenoxy]ethyl}cyclopropyl)-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine

Base Information

Chemical Name:4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-2-fluorophenoxy]ethyl}cyclopropyl)-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine
CAS No.:1402552-81-1
Molecular Formula:C₂₆H₃₅FN₄O₃
Molecular Weight:470.587
Hs Code.:

Synonyms:4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-2-fluorophenoxy]ethyl}cyclopropyl)-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine

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Chemical Property of 4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-2-fluorophenoxy]ethyl}cyclopropyl)-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine

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Technology Process of 4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-2-fluorophenoxy]ethyl}cyclopropyl)-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine

There total 12 articles about 4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-2-fluorophenoxy]ethyl}cyclopropyl)-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine 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:

: 1402554-73-7
1-(azetidin-1-yl)-2-(3-fluoro-4-hydroxyphenyl)ethanone

: 1402554-87-3
2-{(1S,2R)-2-[1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidin-4-yl]cyclopropyl}ethanol

: 1402552-81-1
4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-2-fluorophenoxy]ethyl}cyclopropyl)-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine

Guidance literature:: With di-tert-butyl-diazodicarboxylate; at 20 ℃; for 3h;

Reference yield:

: 287192-97-6
4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester

: 1402552-81-1
4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-2-fluorophenoxy]ethyl}cyclopropyl)-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine

Guidance literature:: Multi-step reaction with 8 steps

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

1.2: 1 h / -78 °C

2.1: hydrogen; quinoline / Lindlars catalyst / ethyl acetate / 0.67 h

3.1: diethylzinc / dichloromethane; diethyl ether / 0.17 h / -20 °C / Inert atmosphere

3.2: 0.17 h

3.3: 24 h / 0 °C

4.1: hydrogen / palladium(II) hydroxide / ethyl acetate; ethanol / 2585.81 Torr

4.2: 0 °C

4.3: 0.5 h / 20 °C

5.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

6.1: sodium hydrogencarbonate / dichloromethane; water / 0.08 h / 0 °C

6.2: 1.5 h / 0 - 20 °C

7.1: ethyl acetate; tetrahydrofuran / Inert atmosphere

7.2: 2 h / 70 °C

7.3: 80 °C

8.1: di-tert-butyl-diazodicarboxylate / 3 h / 20 °C

With quinoline; hydrogenchloride; n-butyllithium; di-tert-butyl-diazodicarboxylate; hydrogen; diethylzinc; sodium hydrogencarbonate; palladium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; dichloromethane; water; ethyl acetate;

Reference yield:

: 1192063-78-7
tert-butyl 4-[(4R)-5-(benzyloxy)-4-hydroxypent-1-yn-1-yl]piperidine-1-carboxylate

: 1402552-81-1
4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-2-fluorophenoxy]ethyl}cyclopropyl)-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogen; quinoline / Lindlars catalyst / ethyl acetate / 0.67 h

2.1: diethylzinc / dichloromethane; diethyl ether / 0.17 h / -20 °C / Inert atmosphere

2.2: 0.17 h

2.3: 24 h / 0 °C

3.1: hydrogen / palladium(II) hydroxide / ethyl acetate; ethanol / 2585.81 Torr

3.2: 0 °C

3.3: 0.5 h / 20 °C

4.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

5.1: sodium hydrogencarbonate / dichloromethane; water / 0.08 h / 0 °C

5.2: 1.5 h / 0 - 20 °C

6.1: ethyl acetate; tetrahydrofuran / Inert atmosphere

6.2: 2 h / 70 °C

6.3: 80 °C

7.1: di-tert-butyl-diazodicarboxylate / 3 h / 20 °C

With quinoline; hydrogenchloride; di-tert-butyl-diazodicarboxylate; hydrogen; diethylzinc; sodium hydrogencarbonate; palladium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water; ethyl acetate;