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

Base Information

Chemical Name:[(E)-1-(3,4-dichlorobenzyl)-3-((S)-2-oxoazepan-3-ylcarbamoyl)allyl]methylcarbamic acid tert-butyl ester
CAS No.:372988-92-6
Molecular Formula:C₂₃H₃₁Cl₂N₃O₄
Molecular Weight:484.423
Hs Code.:

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

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Chemical Property of [(E)-1-(3,4-dichlorobenzyl)-3-((S)-2-oxoazepan-3-ylcarbamoyl)allyl]methylcarbamic acid tert-butyl ester

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Technology Process of [(E)-1-(3,4-dichlorobenzyl)-3-((S)-2-oxoazepan-3-ylcarbamoyl)allyl]methylcarbamic acid tert-butyl ester

There total 4 articles about [(E)-1-(3,4-dichlorobenzyl)-3-((S)-2-oxoazepan-3-ylcarbamoyl)allyl]methylcarbamic acid tert-butyl ester 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:

: 21568-87-6
2-aminocaprolactam

: 372988-91-5
(E)-4-(tert-butoxycarbonylmethylamino)-5-(3,4-dichlorophenyl)pent-2-enoic acid

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

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1021/jm030786m

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With hydrogenchloride; dmap; n-butyllithium; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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

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

Guidance literature:: Multi-step reaction with 3 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

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