benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate

Base Information

Chemical Name:benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate
CAS No.:1402554-71-5
Molecular Formula:C₂₄H₃₀N₂O₅S
Molecular Weight:458.579
Hs Code.:

Synonyms:

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Chemical Property of benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate

Chemical Property:

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Technology Process of benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate

There total 8 articles about benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate 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:

: 1402554-67-9
benzyl 4-[(1R,2S)-2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate

: 343262-51-1
2-bromo-5-methanesulfonylpyridine

: 1402554-71-5
benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 50 ℃; for 3h; Product distribution / selectivity;

Reference yield:

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

: 1402554-71-5
benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 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: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 50 °C

With quinoline; hydrogenchloride; dipotassium hydrogenphosphate; n-butyllithium; hydrogen; diethylzinc; sodium hydride; sodium hydrogencarbonate; triethylamine; palladium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

Reference yield:

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

: 1402554-71-5
benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 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: triethylamine / dichloromethane / 20 °C

6.1: triethylamine / ethyl acetate / 4 h / Reflux

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

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 50 °C

With quinoline; hydrogenchloride; dipotassium hydrogenphosphate; hydrogen; diethylzinc; sodium hydride; sodium hydrogencarbonate; triethylamine; palladium(II) hydroxide; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; mineral oil;