methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate

Base Information

Chemical Name:methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate
CAS No.:1610043-27-0
Molecular Formula:C₂₃H₂₆N₂O₅
Molecular Weight:410.47
Hs Code.:

Synonyms:methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate

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Chemical Property of methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate

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Technology Process of methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate

There total 8 articles about methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate 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: 94.0%

: 1610043-25-8
5-(3-(4-(allyloxy)phenyl)propanoyl)-1H-pyrrole-2-carboxylic acid

: 50299-15-5,70837-19-3,81136-73-4,105929-46-2
methyl (S)-allylglycinate

: 1610043-27-0
methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate

Guidance literature:: 5-(3-(4-(allyloxy)phenyl)propanoyl)-1H-pyrrole-2-carboxylic acid; methyl (S)-allylglycinate; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 18h; Inert atmosphere;
DOI:10.1002/anie.201404301

Reference yield: 94.0%

: 1610043-27-0
methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 18h; Inert atmosphere;

Reference yield:

: 5597-50-2
3-(4-hydroxyphenyl)propionic acid methyl ester

: 1610043-27-0
methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

2.1: lithium hydroxide / tetrahydrofuran; water / 3.5 h / 40 °C

3.1: thionyl chloride / dichloromethane / 18.17 h / 0 - 40 °C

4.1: ytterbium(III) triflate / nitromethane / 21 h / 20 °C

5.1: potassium hydroxide / tetrahydrofuran; water / 18 h / 40 - 50 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

6.2: 18 h / Inert atmosphere

With thionyl chloride; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; lithium hydroxide; ytterbium(III) triflate; In tetrahydrofuran; nitromethane; dichloromethane; water; N,N-dimethyl-formamide; 4.1: |Friedel-Crafts Acylation;
DOI:10.1002/anie.201404301