ethyl [(3S, 4R)-4-isopropenyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl]acetate

Base Information

Chemical Name:ethyl [(3S, 4R)-4-isopropenyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl]acetate
CAS No.:1421322-46-4
Molecular Formula:C₁₉H₂₅NO₄
Molecular Weight:331.412
Hs Code.:

Synonyms:ethyl [(3S, 4R)-4-isopropenyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl]acetate

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Chemical Property of ethyl [(3S, 4R)-4-isopropenyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl]acetate

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Technology Process of ethyl [(3S, 4R)-4-isopropenyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl]acetate

There total 6 articles about ethyl [(3S, 4R)-4-isopropenyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-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: 60.0%

: 1421322-45-3
ethyl [(3S,4S)-4-acetyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl]acetate

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1421322-46-4
ethyl [(3S, 4R)-4-isopropenyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl]acetate

Guidance literature:: With lithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.11.007

Reference yield:

: 2393-23-9
4-methoxy-benzylamine

: 1421322-46-4
ethyl [(3S, 4R)-4-isopropenyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl]acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: methyl vinyl ketone / toluene / 1 h / 20 °C

1.2: 6 h / 80 °C

2.1: thionyl chloride / 2.08 h / 0 - 20 °C

3.1: lithium / tetrahydrofuran; hexane / 2 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; lithium; methyl vinyl ketone; In tetrahydrofuran; hexane; toluene; 1.1: |Michael Addition / 1.2: |Michael Addition;
DOI:10.1016/j.tetlet.2012.11.007

Reference yield:

: 1421322-41-9
C₁₂H₁₇NO₂

: 1421322-46-4
ethyl [(3S, 4R)-4-isopropenyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl]acetate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / chloroform; water / 0.67 h / 0 - 20 °C

2: toluene / 20 °C

3: triethylamine / toluene / 6 h / 80 °C

4: thionyl chloride / 2.08 h / 0 - 20 °C

5: lithium / tetrahydrofuran; hexane / 2 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; lithium; triethylamine; In tetrahydrofuran; hexane; chloroform; water; toluene; 3: |Wittig Olefination;
DOI:10.1016/j.tetlet.2012.11.007