tert-butyl (2-chloro-4-{2-[(1S,2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)acetate

Base Information

Chemical Name:tert-butyl (2-chloro-4-{2-[(1S,2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)acetate
CAS No.:1437778-89-6
Molecular Formula:C₂₈H₃₈ClN₃O₄
Molecular Weight:516.08
Hs Code.:

Synonyms:tert-butyl (2-chloro-4-{2-[(1S,2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)acetate

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Chemical Property of tert-butyl (2-chloro-4-{2-[(1S,2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)acetate

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Technology Process of tert-butyl (2-chloro-4-{2-[(1S,2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)acetate

There total 16 articles about tert-butyl (2-chloro-4-{2-[(1S,2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)acetate 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

: 1437778-88-5
2-(4-{(1R,2S)-2-[2-(4-bromo-3-chlorophenoxy)ethyl]cyclopropyl}piperidin-1-yl)-5-(methoxymethyl)pyrimidine

: 1437778-89-6
tert-butyl (2-chloro-4-{2-[(1S,2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)acetate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; at 60 ℃; for 0.5h; Inert atmosphere;

Reference yield:

: cis-tert-butyl 4-[2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate

: 1437778-89-6
tert-butyl (2-chloro-4-{2-[(1S,2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride / 2 h / 20 °C

2.1: triethylamine / ethyl acetate / 4 h / Reflux

3.1: dipotassium hydrogenphosphate; sodium carbonate / water; dimethyl sulfoxide; methanol / 7 h / 21 - 25 °C / pH 7 - 8 / Enzymatic reaction

3.2: 0.5 h / 40 °C / pH Ca_. 14

4.1: palladium on carbon; hydrogen / methanol / 48 h / 20 °C / 760.05 Torr

5.1: potassium carbonate / N,N-dimethyl-formamide

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 20 °C

7.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tetrahydrofuran / 0.5 h / 60 °C / Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dipotassium hydrogenphosphate; di-isopropyl azodicarboxylate; palladium on carbon; hydrogen; sodium carbonate; potassium carbonate; triethylamine; triphenylphosphine; XPhos; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

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

: 1437778-89-6
tert-butyl (2-chloro-4-{2-[(1S,2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)acetate

Guidance literature:: Multi-step reaction with 11 steps

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

1.2: 1 h / -78 °C

2.1: quinoline; hydrogen / ethyl acetate / 0.67 h

3.1: C₁₂H₂₃BN₂O₄; diethylzinc / dichloromethane; diethyl ether / 24 h / -20 - 0 °C / Inert atmosphere

4.1: 10 wt% Pd(OH)2 on carbon; hydrogen / ethyl acetate; ethanol / 0.5 h / 3345.86 Torr

4.2: 0.5 h / 0 °C

5.1: hydrogenchloride / 2 h / 20 °C

6.1: triethylamine / ethyl acetate / 4 h / Reflux

7.1: dipotassium hydrogenphosphate; sodium carbonate / water; dimethyl sulfoxide; methanol / 7 h / 21 - 25 °C / pH 7 - 8 / Enzymatic reaction

7.2: 0.5 h / 40 °C / pH Ca_. 14

8.1: palladium on carbon; hydrogen / methanol / 48 h / 20 °C / 760.05 Torr

9.1: potassium carbonate / N,N-dimethyl-formamide

10.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 20 °C

11.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tetrahydrofuran / 0.5 h / 60 °C / Inert atmosphere

With quinoline; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dipotassium hydrogenphosphate; n-butyllithium; di-isopropyl azodicarboxylate; 10 wt% Pd(OH)2 on carbon; palladium on carbon; C₁₂H₂₃BN₂O₄; hydrogen; diethylzinc; sodium carbonate; potassium carbonate; triethylamine; triphenylphosphine; XPhos; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;