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

Base Information

Chemical Name:benzyl 4-[(1R,2S)-2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate
CAS No.:1402554-67-9
Molecular Formula:C₁₈H₂₅NO₃
Molecular Weight:303.401
Hs Code.:

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

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Chemical Property of benzyl 4-[(1R,2S)-2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate

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Technology Process of benzyl 4-[(1R,2S)-2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate

There total 16 articles about benzyl 4-[(1R,2S)-2-(2-hydroxyethyl)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: 71.0%

: cis-4-[2-(2-{1-[(benzyloxy)carbonyl]piperidin-4-yl}cyclopropyl)ethyloxy]-4-oxobutanoic acid

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

Guidance literature:: cis-4-[2-(2-{1-[(benzyloxy)carbonyl]piperidin-4-yl}cyclopropyl)ethyloxy]-4-oxobutanoic acid; With dipotassium hydrogenphosphate; sodium carbonate; In methanol; water; dimethyl sulfoxide; at 21 - 25 ℃; for 7h; pH=7 - 8; Enzymatic reaction;

With sodium hydroxide; In water; at 40 ℃; for 0.5h; pH=Ca. 14;

Reference yield:

: 4-[2-(2-{1-[(benzyloxy)carbonyl]piperidin-4-yl}cyclopropyl)ethyloxy]-4-oxobutanoic acid

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

Guidance literature:: With dipotassium hydrogenphosphate; sodium hydrogencarbonate; In methanol; water; dimethyl sulfoxide; at 0 - 25 ℃; for 7h; pH=7 - 8;

Reference yield:

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

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

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: 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

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