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

Base Information

Chemical Name:(2S,4S)-methyl 4-amino-1-((E)-3-(3,4-dimethoxyphenyl)acryloyl)pyrrolidine-2-carboxylate
CAS No.:769970-74-3
Molecular Formula:C₁₇H₂₂N₂O₅
Molecular Weight:334.372
Hs Code.:

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

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Chemical Property of (2S,4S)-methyl 4-amino-1-((E)-3-(3,4-dimethoxyphenyl)acryloyl)pyrrolidine-2-carboxylate

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Technology Process of (2S,4S)-methyl 4-amino-1-((E)-3-(3,4-dimethoxyphenyl)acryloyl)pyrrolidine-2-carboxylate

There total 8 articles about (2S,4S)-methyl 4-amino-1-((E)-3-(3,4-dimethoxyphenyl)acryloyl)pyrrolidine-2-carboxylate 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: 80.0%

: 769970-73-2
(2S,4S)-methyl 4-azido-1-((E)-3-(3,4-dimethoxyphenyl)acryloyl)pyrrolidine-2-carboxylate

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

Guidance literature:: With hydrogen; Lindlar's catalyst; In methanol; at 20 ℃; for 16h; under 760.051 Torr;
DOI:10.1016/j.ejmech.2007.12.020

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

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

Guidance literature:: Multi-step reaction with 3 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

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