(E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate

Base Information

Chemical Name:(E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate
CAS No.:1446252-34-1
Molecular Formula:C₂₁H₂₃FN₂O₄
Molecular Weight:386.423
Hs Code.:

Synonyms:(E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate

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Chemical Property of (E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate

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Technology Process of (E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate

There total 9 articles about (E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate 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: 50.0%

: ethyl 2-(diethoxyphosphoryl)-2-(4-fluorophenyl)acetate

: 304873-65-2
2-[N,N-mono-(tert-butoxycarbonyl)amino]-pyridyl-4-aldehyde

: 1446252-34-1
(E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate

Guidance literature:: ethyl 2-(diethoxyphosphoryl)-2-(4-fluorophenyl)acetate; With triethylamine; lithium chloride; In acetonitrile; at 20 ℃; for 0.166667h;

2-[N,N-mono-(tert-butoxycarbonyl)amino]-pyridyl-4-aldehyde; In acetonitrile; for 3h; stereoselective reaction;
DOI:10.1039/c3ob27449g

Reference yield:

: 7550-03-0
ethyl 2-(4-fluorophenyl)-2-hydroxyacetate

: 1446252-34-1
(E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: phosphorus tribromide / chloroform / 7 h / 0 - 20 °C / Inert atmosphere

2.1: 5 h / Reflux

3.1: lithium chloride; triethylamine / acetonitrile / 0.17 h / 20 °C

3.2: 3 h

With phosphorus tribromide; triethylamine; lithium chloride; In chloroform; acetonitrile; 2.1: |Michaelis-Arbuzov Synthesis / 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1039/c3ob27449g

Reference yield:

: 462-06-6
fluorobenzene

: 1446252-34-1
(E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 0.17 h / 0 °C / Inert atmosphere

1.2: 4.25 h / Inert atmosphere

2.1: sodium tetrahydroborate / ethanol / 1 h / -30 °C / Inert atmosphere

3.1: phosphorus tribromide / chloroform / 7 h / 0 - 20 °C / Inert atmosphere

4.1: 5 h / Reflux

5.1: lithium chloride; triethylamine / acetonitrile / 0.17 h / 20 °C

5.2: 3 h

With sodium tetrahydroborate; phosphorus tribromide; triethylamine; lithium chloride; In ethanol; dichloromethane; chloroform; acetonitrile; 1.1: |Friedel-Crafts Acylation / 1.2: |Friedel-Crafts Acylation / 4.1: |Michaelis-Arbuzov Synthesis / 5.1: |Horner-Wadsworth-Emmons Olefination / 5.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1039/c3ob27449g