(2S,4R) methyl 1-[(E)-3-(3,4-diacetyloxyphenyl)-2-propenoyl]-4-hydroxy-2-pyrrolidinecarboxylate

Base Information

Chemical Name:(2S,4R) methyl 1-[(E)-3-(3,4-diacetyloxyphenyl)-2-propenoyl]-4-hydroxy-2-pyrrolidinecarboxylate
CAS No.:769970-65-2
Molecular Formula:C₁₉H₂₁NO₈
Molecular Weight:391.378
Hs Code.:

Synonyms:(2S,4R) methyl 1-[(E)-3-(3,4-diacetyloxyphenyl)-2-propenoyl]-4-hydroxy-2-pyrrolidinecarboxylate

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Chemical Property of (2S,4R) methyl 1-[(E)-3-(3,4-diacetyloxyphenyl)-2-propenoyl]-4-hydroxy-2-pyrrolidinecarboxylate

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Technology Process of (2S,4R) methyl 1-[(E)-3-(3,4-diacetyloxyphenyl)-2-propenoyl]-4-hydroxy-2-pyrrolidinecarboxylate

There total 4 articles about (2S,4R) methyl 1-[(E)-3-(3,4-diacetyloxyphenyl)-2-propenoyl]-4-hydroxy-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:

: 82592-68-5,98631-72-2
(E)-3,4-di-O-acetylcaffeoyl chloride

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

: 769970-65-2
(2S,4R) methyl 1-[(E)-3-(3,4-diacetyloxyphenyl)-2-propenoyl]-4-hydroxy-2-pyrrolidinecarboxylate

Guidance literature:: L-4-hydroxyproline methyl ester hydrochloride; With triethylamine; In pyridine; at 20 ℃; for 0.333333h;

(E)-3,4-di-O-acetylcaffeoyl chloride; In dichloromethane; for 3.5h;
DOI:10.1016/j.bmc.2004.07.025

Reference yield:

: 331-39-5,501-16-6
caffeic acid

: 769970-65-2
(2S,4R) methyl 1-[(E)-3-(3,4-diacetyloxyphenyl)-2-propenoyl]-4-hydroxy-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / H₂SO₄ / 0.17 h / 60 °C

2.1: SOCl₂ / benzene / 3 h / Heating

3.1: Et₃N / pyridine / 0.33 h / 20 °C

3.2: 3 g / CH₂Cl₂ / 3.5 h

With thionyl chloride; sulfuric acid; triethylamine; In pyridine; benzene;
DOI:10.1016/j.bmc.2004.07.025

Reference yield:

: 88623-81-8
3,4-diacetoxycinnamic acid

: 769970-65-2
(2S,4R) methyl 1-[(E)-3-(3,4-diacetyloxyphenyl)-2-propenoyl]-4-hydroxy-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: SOCl₂ / benzene / 3 h / Heating

2.1: Et₃N / pyridine / 0.33 h / 20 °C

2.2: 3 g / CH₂Cl₂ / 3.5 h

With thionyl chloride; triethylamine; In pyridine; benzene;
DOI:10.1016/j.bmc.2004.07.025