benzyl (3S)-4-(4-(methylsulfinyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Base Information

Chemical Name:benzyl (3S)-4-(4-(methylsulfinyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate
CAS No.:1572928-12-1
Molecular Formula:C₂₂H₂₄N₂O₃S
Molecular Weight:396.51
Hs Code.:

Synonyms:benzyl (3S)-4-(4-(methylsulfinyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

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Chemical Property of benzyl (3S)-4-(4-(methylsulfinyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

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Technology Process of benzyl (3S)-4-(4-(methylsulfinyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

There total 10 articles about benzyl (3S)-4-(4-(methylsulfinyl)phenyl)-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: 65.0%

: 934-71-4
1-bromo-4-(methylsulfinyl)benzene

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

: 1572928-12-1
benzyl (3S)-4-(4-(methylsulfinyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; DavePhos; In toluene; at 80 - 100 ℃; Inert atmosphere;
DOI:10.1021/jm5000497

Reference yield:

: 104-95-0
(4-bromophenyl)thioanisole

: 1572928-12-1
benzyl (3S)-4-(4-(methylsulfinyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dihydrogen peroxide; acetic acid / water / 0 - 20 °C

2: 2′-(diphenylphosphino)-N,N′-dimethyl-(1,1′-biphenyl)-2-amine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 18 h / 20 - 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dihydrogen peroxide; acetic acid; sodium t-butanolate; 2′-(diphenylphosphino)-N,N′-dimethyl-(1,1′-biphenyl)-2-amine; In 1,4-dioxane; water;

Reference yield:

: 78818-15-2
4-benzyloxycarbonylpiperazin-2-one

: 1572928-12-1
benzyl (3S)-4-(4-(methylsulfinyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

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

2.1: tetrahydrofuran / 2 h / 0 °C

3.1: trifluoroacetic acid / dichloromethane / 0.25 h / -10 - 20 °C

3.2: 2 h

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

5.1: carbon dioxide / ethanol / Resolution of racemate

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

7.1: 2′-(diphenylphosphino)-N,N′-dimethyl-(1,1′-biphenyl)-2-amine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 18 h / 20 - 100 °C / Inert atmosphere

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; carbon dioxide; triethylamine; trifluoroacetic acid; sodium t-butanolate; 2′-(diphenylphosphino)-N,N′-dimethyl-(1,1′-biphenyl)-2-amine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;