benzyl 4-[(1R,2S)-2-(2-{4-[2-(tert-butoxy)-2-oxoethyl]-2,5-difluorophenoxy}ethyl)cyclopropyl]piperidine-1-carboxylate

Base Information

Chemical Name:benzyl 4-[(1R,2S)-2-(2-{4-[2-(tert-butoxy)-2-oxoethyl]-2,5-difluorophenoxy}ethyl)cyclopropyl]piperidine-1-carboxylate
CAS No.:1402555-16-1
Molecular Formula:C₃₀H₃₇F₂NO₅
Molecular Weight:529.624
Hs Code.:

Synonyms:benzyl 4-[(1R,2S)-2-(2-{4-[2-(tert-butoxy)-2-oxoethyl]-2,5-difluorophenoxy}ethyl)cyclopropyl]piperidine-1-carboxylate

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Chemical Property of benzyl 4-[(1R,2S)-2-(2-{4-[2-(tert-butoxy)-2-oxoethyl]-2,5-difluorophenoxy}ethyl)cyclopropyl]piperidine-1-carboxylate

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Technology Process of benzyl 4-[(1R,2S)-2-(2-{4-[2-(tert-butoxy)-2-oxoethyl]-2,5-difluorophenoxy}ethyl)cyclopropyl]piperidine-1-carboxylate

There total 11 articles about benzyl 4-[(1R,2S)-2-(2-{4-[2-(tert-butoxy)-2-oxoethyl]-2,5-difluorophenoxy}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:

: 321745-86-2
2-tert-butoxy-2-oxoethylzinc chloride

: 1402555-15-0
benzyl 4-{(1R,2S)-2-[2-(4-bromo-2,5 difluorophenoxy)ethyl]cyclopropyl}piperidine-1-carboxylate

: 1402555-16-1
benzyl 4-[(1R,2S)-2-(2-{4-[2-(tert-butoxy)-2-oxoethyl]-2,5-difluorophenoxy}ethyl)cyclopropyl]piperidine-1-carboxylate

Guidance literature:: With XPhos; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; diethyl ether; at 65 ℃; Inert atmosphere;

Reference yield:

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

: 1402555-16-1
benzyl 4-[(1R,2S)-2-(2-{4-[2-(tert-butoxy)-2-oxoethyl]-2,5-difluorophenoxy}ethyl)cyclopropyl]piperidine-1-carboxylate

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 / 4 h / 20 °C

10.1: XPhos / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / diethyl ether; tetrahydrofuran / 65 °C / Inert atmosphere

With quinoline; hydrogenchloride; dipotassium hydrogenphosphate; n-butyllithium; di-tert-butyl-diazodicarboxylate; hydrogen; diethylzinc; sodium hydrogencarbonate; triethylamine; XPhos; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;

Reference yield:

: 486424-36-6
4-bromo-2,5-difluoro phenol

: 1402555-16-1
benzyl 4-[(1R,2S)-2-(2-{4-[2-(tert-butoxy)-2-oxoethyl]-2,5-difluorophenoxy}ethyl)cyclopropyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: di-tert-butyl-diazodicarboxylate / dichloromethane / 4 h / 20 °C

2: XPhos / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / diethyl ether; tetrahydrofuran / 65 °C / Inert atmosphere

With di-tert-butyl-diazodicarboxylate; XPhos; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; diethyl ether; dichloromethane;