ethyl 2-[1-(2,4-dimethoxybenzyl)-6-oxo-1,4,5,6-tetrahydropyridin-2-yl]acetate

Base Information

Chemical Name:ethyl 2-[1-(2,4-dimethoxybenzyl)-6-oxo-1,4,5,6-tetrahydropyridin-2-yl]acetate
CAS No.:1257251-07-2
Molecular Formula:C₁₈H₂₃NO₅
Molecular Weight:333.384
Hs Code.:

Synonyms:ethyl 2-[1-(2,4-dimethoxybenzyl)-6-oxo-1,4,5,6-tetrahydropyridin-2-yl]acetate

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Chemical Property of ethyl 2-[1-(2,4-dimethoxybenzyl)-6-oxo-1,4,5,6-tetrahydropyridin-2-yl]acetate

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Technology Process of ethyl 2-[1-(2,4-dimethoxybenzyl)-6-oxo-1,4,5,6-tetrahydropyridin-2-yl]acetate

There total 5 articles about ethyl 2-[1-(2,4-dimethoxybenzyl)-6-oxo-1,4,5,6-tetrahydropyridin-2-yl]acetate 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: 47.0%

: 623-73-4
diazoacetic acid ethyl ester

: 1009808-70-1
1-(2,4-dimethoxybenzyl)-3,4-dihydropyridin-2(1H)-one

: 1257251-07-2
ethyl 2-[1-(2,4-dimethoxybenzyl)-6-oxo-1,4,5,6-tetrahydropyridin-2-yl]acetate

: ethyl (1S*,6S*,7R*)-2-(2,4-dimethoxybenzyl)-3-oxo-2-azabicyclo[4.1.0]heptane-7-carboxylate

: ethyl (1S*,6S*,7S*)-2-(2,4-dimethoxybenzyl)-3-oxo-2-azabicyclo[4.1.0]heptane-7-carboxylate

Guidance literature:: With copper(I) triflate; 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline]; In dichloromethane; at 20 ℃; for 5h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201000863

Reference yield:

: 108-55-4
glutaric anhydride,

: 1257251-07-2
ethyl 2-[1-(2,4-dimethoxybenzyl)-6-oxo-1,4,5,6-tetrahydropyridin-2-yl]acetate

: ethyl (1S*,6S*,7R*)-2-(2,4-dimethoxybenzyl)-3-oxo-2-azabicyclo[4.1.0]heptane-7-carboxylate

: ethyl (1S*,6S*,7S*)-2-(2,4-dimethoxybenzyl)-3-oxo-2-azabicyclo[4.1.0]heptane-7-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 0.5 h / 20 °C

1.2: 1 h / 80 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C

3.1: methanesulfonyl chloride; triethylamine / dichloromethane / 2 h / 0 - 20 °C

4.1: copper(I) triflate; 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline] / dichloromethane / 5 h / 20 °C / Inert atmosphere

With copper(I) triflate; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline]; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/ejoc.201000863

Reference yield:

: 1321605-01-9
C₁₄H₁₉NO₄

: 1257251-07-2
ethyl 2-[1-(2,4-dimethoxybenzyl)-6-oxo-1,4,5,6-tetrahydropyridin-2-yl]acetate

: ethyl (1S*,6S*,7R*)-2-(2,4-dimethoxybenzyl)-3-oxo-2-azabicyclo[4.1.0]heptane-7-carboxylate

: ethyl (1S*,6S*,7S*)-2-(2,4-dimethoxybenzyl)-3-oxo-2-azabicyclo[4.1.0]heptane-7-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: methanesulfonyl chloride; triethylamine / dichloromethane / 2 h / 0 - 20 °C

2: copper(I) triflate; 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline] / dichloromethane / 5 h / 20 °C / Inert atmosphere

With copper(I) triflate; methanesulfonyl chloride; triethylamine; 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline]; In dichloromethane;
DOI:10.1002/ejoc.201000863