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

Base Information

Chemical Name:4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-3-fluorophenoxy]ethyl} cyclopropyl)piperidine
CAS No.:1402555-14-9
Molecular Formula:C₂₁H₂₉FN₂O₂
Molecular Weight:360.472
Hs Code.:

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

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

Chemical Property:

Purity/Quality:

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

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

: 1402555-13-8
benzyl 4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-3-fluorophenoxy]ethyl}cyclopropyl)piperidine-1-carboxylate

: 1402555-14-9
4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-3-fluorophenoxy]ethyl} cyclopropyl)piperidine

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 4h;

Reference yield:

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

: 1402555-14-9
4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-3-fluorophenoxy]ethyl} cyclopropyl)piperidine

Guidance literature:: Multi-step reaction with 10 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: triethylamine / dichloromethane / 20 °C

7.1: triethylamine / ethyl acetate / 4 h / Reflux

8.1: sodium hydrogencarbonate; dipotassium hydrogenphosphate / water; dimethyl sulfoxide; methanol / 7 h / 0 - 25 °C / pH 7 - 8

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

10.1: hydrogen / palladium 10% on activated carbon / methanol / 4 h / 20 °C

With quinoline; hydrogenchloride; dipotassium hydrogenphosphate; n-butyllithium; di-tert-butyl-diazodicarboxylate; hydrogen; diethylzinc; sodium hydrogencarbonate; triethylamine; palladium 10% on activated carbon; palladium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;

Reference yield:

: 452-14-2
2-(4-fluoro-3-methoxyphenyl)acetic acid

: 1402555-14-9
4-((1R,2S)-2-{2-[4-(2-azetidin-1-yl-2-oxoethyl)-3-fluorophenoxy]ethyl} cyclopropyl)piperidine

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 4 h / 20 °C

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

3: hydrogen / palladium 10% on activated carbon / methanol / 4 h / 20 °C

With di-tert-butyl-diazodicarboxylate; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In methanol; dichloromethane; N,N-dimethyl-formamide;