ethyl (2E)-3-[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]prop-2-enoate

Base Information

Chemical Name:ethyl (2E)-3-[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]prop-2-enoate
CAS No.:851577-57-6
Molecular Formula:C₂₈H₃₈N₂O₄
Molecular Weight:466.621
Hs Code.:

Synonyms:ethyl (2E)-3-[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]prop-2-enoate

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Chemical Property of ethyl (2E)-3-[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]prop-2-enoate

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Technology Process of ethyl (2E)-3-[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]prop-2-enoate

There total 9 articles about ethyl (2E)-3-[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]prop-2-enoate 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: 96.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 851577-56-5
tert-butyl {[5-formyl-6-methyl-4-(4-methylphenyl)-2-(2-methylpropyl)pyridin-3-yl]methyl}carbamate

: 851577-57-6
ethyl (2E)-3-[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]prop-2-enoate

Guidance literature:: diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

tert-butyl {[5-formyl-6-methyl-4-(4-methylphenyl)-2-(2-methylpropyl)pyridin-3-yl]methyl}carbamate; In tetrahydrofuran; at 0 - 20 ℃; for 0.75h;

Reference yield:

: 907611-08-9
5-methyl-2-[(4-methylphenyl)methylidene]-3-oxohexanenitrile

: 851577-57-6
ethyl (2E)-3-[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]prop-2-enoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid / 1 h / 80 °C

2.1: ammonium cerium (IV) nitrate / water; acetone

3.1: ammonia; hydrogen / tetrahydrofuran; methanol / 3750.38 Torr

4.1: diisobutylaluminium hydride / toluene / 0.5 h / -78 °C

4.2: 15 h / 0 - 20 °C

5.1: sodium hydroxide / tetrahydrofuran / 20 °C

6.1: manganese(IV) oxide / tetrahydrofuran / 19 h / 20 °C

7.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C

7.2: 0.75 h / 20 °C

With manganese(IV) oxide; ammonium cerium (IV) nitrate; ammonia; hydrogen; sodium hydride; diisobutylaluminium hydride; acetic acid; sodium hydroxide; In tetrahydrofuran; methanol; water; acetone; toluene; mineral oil; 7.1: Horner-Wadsworth-Emmons olefination / 7.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm101236h

Reference yield:

: 851577-40-7
methyl 5-cyano-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridine-3-carboxylate

: 851577-57-6
ethyl (2E)-3-[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]prop-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: ammonia; hydrogen / tetrahydrofuran; methanol / 3750.38 Torr

2.1: diisobutylaluminium hydride / toluene / 0.5 h / -78 °C

2.2: 15 h / 0 - 20 °C

3.1: sodium hydroxide / tetrahydrofuran / 20 °C

4.1: manganese(IV) oxide / tetrahydrofuran / 19 h / 20 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C

5.2: 0.75 h / 20 °C

With manganese(IV) oxide; ammonia; hydrogen; sodium hydride; diisobutylaluminium hydride; sodium hydroxide; In tetrahydrofuran; methanol; toluene; mineral oil; 5.1: Horner-Wadsworth-Emmons olefination / 5.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm101236h