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

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Chemical Name:methyl (2S)-3-(4-allyloxyphenyl)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]propanoate
CAS No.:1610043-28-1
Molecular Formula:C₃₀H₃₂N₂O₆
Molecular Weight:516.594
Hs Code.:

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

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

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

There total 10 articles about methyl (2S)-3-(4-allyloxyphenyl)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]propanoate 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

: 127802-97-5
(S)-O-allyl-tyrosine methyl ester

: 1610043-28-1
methyl (2S)-3-(4-allyloxyphenyl)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]propanoate

Guidance literature:: 5-(3-(4-(allyloxy)phenyl)propanoyl)-1H-pyrrole-2-carboxylic acid; (S)-O-allyl-tyrosine methyl ester; With benzotriazol-1-ol; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 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%

: 1610043-28-1
methyl (2S)-3-(4-allyloxyphenyl)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]propanoate

Guidance literature:: With HATU; benzotriazol-1-ol; 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

: 1610043-28-1
methyl (2S)-3-(4-allyloxyphenyl)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]propanoate

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: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; benzotriazol-1-ol / 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; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 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