N-(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)-1-(4-cyano-3-fluorobenzyl)-N-(2-hydroxyethyl)-1H-imidazole-5-carboxamide

Base Information

Chemical Name:N-(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)-1-(4-cyano-3-fluorobenzyl)-N-(2-hydroxyethyl)-1H-imidazole-5-carboxamide
CAS No.:423166-07-8
Molecular Formula:C₃₇H₃₆ClFN₄O₃Si
Molecular Weight:667.255
Hs Code.:

Synonyms:N-(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)-1-(4-cyano-3-fluorobenzyl)-N-(2-hydroxyethyl)-1H-imidazole-5-carboxamide

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Chemical Property of N-(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)-1-(4-cyano-3-fluorobenzyl)-N-(2-hydroxyethyl)-1H-imidazole-5-carboxamide

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Technology Process of N-(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)-1-(4-cyano-3-fluorobenzyl)-N-(2-hydroxyethyl)-1H-imidazole-5-carboxamide

There total 4 articles about N-(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)-1-(4-cyano-3-fluorobenzyl)-N-(2-hydroxyethyl)-1H-imidazole-5-carboxamide 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: 74.0%

: sodium 1-(4-cyano-3-fluorobenzyl)-1H-imidazole-5-carboxylate

: 423166-05-6
2-[(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)amino]ethanol

: 423166-07-8
N-(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)-1-(4-cyano-3-fluorobenzyl)-N-(2-hydroxyethyl)-1H-imidazole-5-carboxamide

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 96h;
DOI:10.1021/ol025644l

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 423166-07-8
N-(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)-1-(4-cyano-3-fluorobenzyl)-N-(2-hydroxyethyl)-1H-imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / imidazole / dimethylformamide / 18 h / 70 °C

2: 53 percent / N-bromosuccinimide; 2,2'-azobis-iso-butyronitrile / CCl₄ / 7 h / Heating

3: 100 percent / acetonitrile / 1.75 h / 20 °C

4: 74 percent / 1-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; triethylamine / dimethylformamide / 96 h / 20 °C

With 1H-imidazole; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrachloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol025644l

Reference yield:

: 254108-49-1
2-fluoro-4-[(5-formyl-1H-imidazol-1-yl)methyl]benzonitrile

: 423166-07-8
N-(5-{[tert-butyl(diphenyl)silyl]oxy}-2-chlorobenzyl)-1-(4-cyano-3-fluorobenzyl)-N-(2-hydroxyethyl)-1H-imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 46 percent / sodium chlorite; sodium phosphate monohydrate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 18 h / 20 °C

2: 74 percent / 1-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; triethylamine / dimethylformamide / 96 h / 20 °C

With sodium chlorite; 2-methyl-but-2-ene; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium phosphate; In water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol025644l