(2S,4S) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-[(3-pyridinylcarbonyl)amid]-2-pyrrolidinecarboxylate

Base Information

Chemical Name:(2S,4S) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-[(3-pyridinylcarbonyl)amid]-2-pyrrolidinecarboxylate
CAS No.:769970-77-6
Molecular Formula:C₂₃H₂₅N₃O₆
Molecular Weight:439.468
Hs Code.:

Synonyms:(2S,4S) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-[(3-pyridinylcarbonyl)amid]-2-pyrrolidinecarboxylate

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Chemical Property of (2S,4S) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-[(3-pyridinylcarbonyl)amid]-2-pyrrolidinecarboxylate

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Technology Process of (2S,4S) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-[(3-pyridinylcarbonyl)amid]-2-pyrrolidinecarboxylate

There total 9 articles about (2S,4S) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-[(3-pyridinylcarbonyl)amid]-2-pyrrolidinecarboxylate 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: 68.9%

: 769970-74-3
(2S,4S)-methyl 4-amino-1-((E)-3-(3,4-dimethoxyphenyl)acryloyl)pyrrolidine-2-carboxylate

: 10400-19-8
3-pyridinecarbonyl chloride

: 769970-77-6
(2S,4S) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-[(3-pyridinylcarbonyl)amid]-2-pyrrolidinecarboxylate

Guidance literature:: With triethylamine; In dichloromethane; for 3h;
DOI:10.1016/j.bmc.2004.07.025

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 769970-77-6
(2S,4S) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-[(3-pyridinylcarbonyl)amid]-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₃N / pyridine / 0.33 h / 20 °C

1.2: 71.6 percent / CH₂Cl₂ / 3.5 h

2.1: 82.3 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

3.1: 79 percent / NaN₃ / dimethylformamide / 10 h / 55 °C

4.1: 60.8 percent / hydrogen; CaCO₃ / Pd / ethanol / 10 h / 760 Torr

5.1: 68.9 percent / Et₃N / CH₂Cl₂ / 3 h

With sodium azide; hydrogen; triethylamine; calcium carbonate; palladium; In pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.07.025

Reference yield:

: 769970-64-1
(2S,4R) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-hydroxy-2-pyrrolidinecarboxylate

: 769970-77-6
(2S,4S) methyl 1-[(E)-3-(3,4-dimethoxyphenyl)-2-propenoyl]-4-[(3-pyridinylcarbonyl)amid]-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 82.3 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

2: 79 percent / NaN₃ / dimethylformamide / 10 h / 55 °C

3: 60.8 percent / hydrogen; CaCO₃ / Pd / ethanol / 10 h / 760 Torr

4: 68.9 percent / Et₃N / CH₂Cl₂ / 3 h

With sodium azide; hydrogen; triethylamine; calcium carbonate; palladium; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.07.025