benzyl (3S)-4-(5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)-2-pyridinyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Base Information

Chemical Name:benzyl (3S)-4-(5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)-2-pyridinyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate
CAS No.:1450620-92-4
Molecular Formula:C₂₆H₂₈F₃N₃O₄
Molecular Weight:503.521
Hs Code.:

Synonyms:benzyl (3S)-4-(5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)-2-pyridinyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

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Chemical Property of benzyl (3S)-4-(5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)-2-pyridinyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

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Technology Process of benzyl (3S)-4-(5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)-2-pyridinyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

There total 14 articles about benzyl (3S)-4-(5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)-2-pyridinyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate 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: 23.0%

: 1450620-91-3
2-bromo-5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)pyridine

: 1450620-13-9
benzyl (3S)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

: 1450620-92-4
benzyl (3S)-4-(5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)-2-pyridinyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; ruphos; In 1,4-dioxane; at 80 - 100 ℃; Inert atmosphere;
DOI:10.1021/jm5000497

Reference yield:

: 149806-06-4
6-bromonicotinaldehyde

: 1450620-92-4
benzyl (3S)-4-(5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)-2-pyridinyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: cesium fluoride / 1,2-dimethoxyethane / 20 h / 20 °C

2: manganese(IV) oxide / tetrahydrofuran / 36 h / 20 °C

3: potassium tert-butylate; trimethylsulfoxonium iodide / dimethyl sulfoxide / 4 h / 20 °C

4: water; 1,4-dioxane / 20 h / 65 °C

5: toluene-4-sulfonic acid / 20 h / 20 °C

6: ruphos; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; sodium t-butanolate / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

With manganese(IV) oxide; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; potassium tert-butylate; trimethylsulfoxonium iodide; toluene-4-sulfonic acid; cesium fluoride; sodium t-butanolate; ruphos; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; water; dimethyl sulfoxide;

Reference yield:

: 886364-47-2
1-(6-bromopyridin-3-yl)-2,2,2-trifluoroethan-1-one

: 1450620-92-4
benzyl (3S)-4-(5-(2,2-dimethyl-4-(trifluoromethyl)-1,3-dioxolan-4-yl)-2-pyridinyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium tert-butylate; trimethylsulfoxonium iodide / dimethyl sulfoxide / 4 h / 20 °C

2: water; 1,4-dioxane / 20 h / 65 °C

3: toluene-4-sulfonic acid / 20 h / 20 °C

4: ruphos; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; sodium t-butanolate / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

With chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; potassium tert-butylate; trimethylsulfoxonium iodide; toluene-4-sulfonic acid; sodium t-butanolate; ruphos; In 1,4-dioxane; water; dimethyl sulfoxide;