(E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (S)-(2-oxoazepan-3-yl)amide

Base Information

Chemical Name:(E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (S)-(2-oxoazepan-3-yl)amide
CAS No.:372988-88-0
Molecular Formula:C₁₈H₂₃Cl₂N₃O₂
Molecular Weight:384.306
Hs Code.:

Synonyms:(E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (S)-(2-oxoazepan-3-yl)amide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (S)-(2-oxoazepan-3-yl)amide

Chemical Property:

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Technology Process of (E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (S)-(2-oxoazepan-3-yl)amide

There total 5 articles about (E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (S)-(2-oxoazepan-3-yl)amide 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:

: 372988-92-6
[(E)-1-(3,4-dichlorobenzyl)-3-((S)-2-oxoazepan-3-ylcarbamoyl)allyl]methylcarbamic acid tert-butyl ester

: 372988-88-0
(E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (S)-(2-oxoazepan-3-yl)amide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jm030786m

Reference yield:

: 372988-89-1
2-(tert-butoxycarbonylmethylamino)-3-(3,4-dichlorophenyl)propionic acid methyl ester

: 372988-88-0
(E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (S)-(2-oxoazepan-3-yl)amide

Guidance literature:: Multi-step reaction with 5 steps

1.1: DIBAH / toluene / 1 h / -78 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C

2.2: tetrahydrofuran; hexane / 1 h

3.1: aq. HCl / tetrahydrofuran; hexane / 0.33 h

4.1: N-ethyl-N'-(3-dimethylaminopropyl)carbodiimid hydrochloride; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / 20 °C

5.1: TFA / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; dmap; n-butyllithium; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/jm030786m

Reference yield:

: 372988-90-4
[1-(3,4-dichlorobenzyl)-2-oxoethyl]methylcarbamic acid tert-butyl ester

: 372988-88-0
(E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (S)-(2-oxoazepan-3-yl)amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C

1.2: tetrahydrofuran; hexane / 1 h

2.1: aq. HCl / tetrahydrofuran; hexane / 0.33 h

3.1: N-ethyl-N'-(3-dimethylaminopropyl)carbodiimid hydrochloride; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / 20 °C

4.1: TFA / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; dmap; n-butyllithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jm030786m