benzyl (3S)-3-(1-propyn-1-yl)-4-(5-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-1-piperazinecarboxylate

Base Information

Chemical Name:benzyl (3S)-3-(1-propyn-1-yl)-4-(5-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-1-piperazinecarboxylate
CAS No.:1450620-38-8
Molecular Formula:C₂₃H₂₄F₃N₃O₃
Molecular Weight:447.457
Hs Code.:

Synonyms:benzyl (3S)-3-(1-propyn-1-yl)-4-(5-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-1-piperazinecarboxylate

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Chemical Property of benzyl (3S)-3-(1-propyn-1-yl)-4-(5-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-1-piperazinecarboxylate

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Technology Process of benzyl (3S)-3-(1-propyn-1-yl)-4-(5-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-1-piperazinecarboxylate

There total 10 articles about benzyl (3S)-3-(1-propyn-1-yl)-4-(5-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-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: 90.0%

: 879487-92-0
2-(6-bromo-3-pyridinyl)-1,1,1-trifluoro-2-propanol

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

: 1450620-38-8
benzyl (3S)-3-(1-propyn-1-yl)-4-(5-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-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:

: 1361224-50-1
benzyl 3-(propan-1-yn-1-yl)piperazine-1-carboxylate

: 1450620-38-8
benzyl (3S)-3-(1-propyn-1-yl)-4-(5-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-1-piperazinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; dmap / dichloromethane / 0.5 h / 20 °C

2: Chiralpak^? ADH column / ethanol / Resolution of racemate

3: trifluoroacetic acid / dichloromethane / 0.67 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 / toluene / 1.5 h / 100 °C

With dmap; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; triethylamine; trifluoroacetic acid; sodium t-butanolate; ruphos; In ethanol; dichloromethane; toluene;

Reference yield:

: 1450620-14-0
4-benzyl 1-tert-butyl 2-(1-propyn-1-yl)-1,4-piperazinedicarboxylate

: 1450620-38-8
benzyl (3S)-3-(1-propyn-1-yl)-4-(5-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-pyridinyl)-1-piperazinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: Chiralpak^? ADH column / ethanol / Resolution of racemate

2: trifluoroacetic acid / dichloromethane / 0.67 h / 20 °C

3: ruphos; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; sodium t-butanolate / toluene / 1.5 h / 100 °C

With chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; trifluoroacetic acid; sodium t-butanolate; ruphos; In ethanol; dichloromethane; toluene;