N-(2-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylcarbamoyl}ethyl)-3-(4-fluoro-3-nitrophenyl)propionamide

Base Information

Chemical Name:N-(2-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylcarbamoyl}ethyl)-3-(4-fluoro-3-nitrophenyl)propionamide
CAS No.:907602-41-9
Molecular Formula:C₃₆H₄₇BrFN₃O₆Si
Molecular Weight:744.774
Hs Code.:

Synonyms:N-(2-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylcarbamoyl}ethyl)-3-(4-fluoro-3-nitrophenyl)propionamide

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Chemical Property of N-(2-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylcarbamoyl}ethyl)-3-(4-fluoro-3-nitrophenyl)propionamide

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Technology Process of N-(2-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylcarbamoyl}ethyl)-3-(4-fluoro-3-nitrophenyl)propionamide

There total 10 articles about N-(2-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylcarbamoyl}ethyl)-3-(4-fluoro-3-nitrophenyl)propionamide 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: 93.0%

: 907602-54-4
3-amino-N-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethyl}propionamide

: 160877-40-7
3-(4-fluoro-3-nitrophenyl)propionic acid

: 907602-41-9
N-(2-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylcarbamoyl}ethyl)-3-(4-fluoro-3-nitrophenyl)propionamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;
DOI:10.1021/jm050708u

Reference yield:

: 907602-44-2
3-(4-fluoro-3-nitrophenyl)propionic acid methyl ester

: 907602-41-9
N-(2-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylcarbamoyl}ethyl)-3-(4-fluoro-3-nitrophenyl)propionamide

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / LiOH / tetrahydrofuran; methanol; H₂O

2: 93 percent / EDCI; HOBt / CH₂Cl₂ / 20 °C

With lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jm050708u

Reference yield:

: 907602-39-5
5-(2-aminoethyl)-2-benzyloxy-3-bromophenol

: 907602-41-9
N-(2-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylcarbamoyl}ethyl)-3-(4-fluoro-3-nitrophenyl)propionamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetonitrile / 3 h

1.2: 76 percent / Na₂CO₃ / methanol; H₂O / 12 h / 20 °C

2.1: 95 percent / imidazole / dimethylformamide / 20 °C

3.1: 95 percent / CF₃CO₂H / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 92 percent / EDCI; HOBt / CH₂Cl₂ / 20 °C

5.1: 97 percent / CF₃CO₂H / CH₂Cl₂ / 0.5 h / 20 °C

6.1: 93 percent / EDCI; HOBt / CH₂Cl₂ / 20 °C

With 1H-imidazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm050708u