[6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic acid tert-butyl ester

Base Information

Chemical Name:[6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic acid tert-butyl ester
CAS No.:405939-53-9
Molecular Formula:C₄₇H₄₉ClFN₅O₅Si
Molecular Weight:846.473
Hs Code.:

[6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic acid tert-butyl ester

Synonyms:[6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic acid tert-butyl ester

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Chemical Property of [6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic acid tert-butyl ester

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Technology Process of [6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic acid tert-butyl ester

There total 4 articles about [6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic 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:

: 405940-12-7
(3-chlorophenyl)(6-chloropyrazin-2-yl)carbamic acid tert-butyl ester

: 405939-50-6
(5-bromo-6-fluoropyridin-3-yl)-[3-(tert-butyldiphenylsilanyloxy)propyl]carbamic acid benzyl ester

: 405939-53-9
[6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic acid tert-butyl ester

Guidance literature:: (5-bromo-6-fluoropyridin-3-yl)-[3-(tert-butyldiphenylsilanyloxy)propyl]carbamic acid benzyl ester; With 2,6-di-tert-butyl-4-methyl-phenol; hexamethyldistannane; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 4.5h;

(3-chlorophenyl)(6-chloropyrazin-2-yl)carbamic acid tert-butyl ester; With bis-triphenylphosphine-palladium(II) chloride; lithium chloride; In toluene; at 100 ℃; for 19h;
DOI:10.1021/jm058205b

Reference yield:

: 405939-48-2
(6-amino-5-bromopyridin-3-yl)carbamic acid benzyl ester

: 405939-53-9
[6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 81 percent / Cs₂CO₃ / dimethylformamide / 3 h / 70 °C

2.1: 62 percent / nitrosonium tetrafluoroborate / CH₂Cl₂ / 3 h / 4 °C

3.1: bis(trimethyltin); 2,6-di-tert-butyl-4-methylphenol; LiCl / tetrakis(triphenylphosphine)palladium / dioxane / 4.5 h / 100 °C

3.2: 140 mg / dichlorobis-(triphenylphosphine)palladium; LiCl / toluene / 19 h / 100 °C

With 2,6-di-tert-butyl-4-methyl-phenol; hexamethyldistannane; caesium carbonate; nitrosonium tetrafluoroborate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 3.2: Stille coupling;
DOI:10.1021/jm058205b

Reference yield:

: 405939-49-3
(6-amino-5-bromopyridin-3-yl)-[3-(tert-butyldiphenylsilanyloxy)propyl]carbamic acid benzyl ester

: 405939-53-9
[6-(5-{benzyloxycarbonyl-[3-(tert-butyldiphenylsilanyloxy)propyl]amino}-2-fluoropyridin-3-yl)pyrazin-2-yl]-(3-chlorophenyl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 62 percent / nitrosonium tetrafluoroborate / CH₂Cl₂ / 3 h / 4 °C

2.1: bis(trimethyltin); 2,6-di-tert-butyl-4-methylphenol; LiCl / tetrakis(triphenylphosphine)palladium / dioxane / 4.5 h / 100 °C

2.2: 140 mg / dichlorobis-(triphenylphosphine)palladium; LiCl / toluene / 19 h / 100 °C

With 2,6-di-tert-butyl-4-methyl-phenol; hexamethyldistannane; nitrosonium tetrafluoroborate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; 2.2: Stille coupling;
DOI:10.1021/jm058205b