N-cyclohexyl-N-(2-((2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)ethyl)-3-(phenethylamino)-propanamide

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Chemical Name:N-cyclohexyl-N-(2-((2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)ethyl)-3-(phenethylamino)-propanamide
CAS No.:1035227-29-2
Molecular Formula:C₂₉H₄₀N₄O₄
Molecular Weight:508.661
Hs Code.:

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Chemical Property of N-cyclohexyl-N-(2-((2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)ethyl)-3-(phenethylamino)-propanamide

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Technology Process of N-cyclohexyl-N-(2-((2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)ethyl)-3-(phenethylamino)-propanamide

There total 14 articles about N-cyclohexyl-N-(2-((2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)ethyl)-3-(phenethylamino)-propanamide 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:

: 1035229-43-6
tert-butyl(2-(N-cyclohexylacrylamido)ethyl)(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)carbamate

: 64-04-0
phenethylamine

: 1035227-29-2
N-cyclohexyl-N-(2-((2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)ethyl)-3-(phenethylamino)-propanamide

Guidance literature:: tert-butyl(2-(N-cyclohexylacrylamido)ethyl)(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)carbamate; phenethylamine; In ethanol; at 50 ℃; for 20h; Inert atmosphere;

With trifluoroacetic acid; for 2h; Inert atmosphere;
DOI:10.1021/acsmedchemlett.5b00124

Reference yield:

: 601-89-8
2-nitroresorcinol

: 1035227-29-2
N-cyclohexyl-N-(2-((2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)ethyl)-3-(phenethylamino)-propanamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: aluminum (III) chloride / nitrobenzene / 5 h / 100 °C / Inert atmosphere

2.1: sodium hydrogencarbonate / acetonitrile / 6.5 h / 60 °C / Inert atmosphere; Reflux

3.1: acetic acid; zinc / 2.25 h / 40 °C / Inert atmosphere

4.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 2 h / Inert atmosphere

4.2: 20 h / 100 °C / Inert atmosphere

5.1: N,N,N-trimethylbenzenemethanaminium dichloroiodate / dichloromethane; acetic acid; water / 20 h / 65 °C / Inert atmosphere

6.1: sodium azide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogenchloride; hydrogen / acetic acid; water / 26 h / 3750.38 Torr

8.1: sodium hydrogencarbonate; sodium tris(acetoxy)borohydride / water; 1-methyl-pyrrolidin-2-one / 20 h / 20 °C / Inert atmosphere

8.2: 2 h / 20 °C / Inert atmosphere

9.1: ethanol / 20 h / 50 °C / Inert atmosphere

9.2: 2 h / Inert atmosphere

With hydrogenchloride; aluminum (III) chloride; sodium azide; palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; acetic acid; zinc; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; water; acetic acid; nitrobenzene; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acsmedchemlett.5b00124

Reference yield:

: 1035229-42-5
N-cyclohexyl-N-(2-oxoethyl)acrylamide

: 1035227-29-2
N-cyclohexyl-N-(2-((2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)ethyl)-3-(phenethylamino)-propanamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate; sodium tris(acetoxy)borohydride / water; 1-methyl-pyrrolidin-2-one / 20 h / 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: ethanol / 20 h / 50 °C / Inert atmosphere

2.2: 2 h / Inert atmosphere

With sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; In 1-methyl-pyrrolidin-2-one; ethanol; water;
DOI:10.1021/acsmedchemlett.5b00124