[6-(5-{tert-butoxycarbonyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-carbamic acid tert-butyl ester

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Chemical Name:[6-(5-{tert-butoxycarbonyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-carbamic acid tert-butyl ester
CAS No.:817208-89-2
Molecular Formula:C₃₄H₄₈ClN₅O₅Si
Molecular Weight:670.324
Hs Code.:

[6-(5-{<i>tert</i>-butoxycarbonyl-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-carbamic acid <i>tert</i>-butyl ester

Synonyms:[6-(5-{tert-butoxycarbonyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-carbamic acid tert-butyl ester

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Chemical Property of [6-(5-{tert-butoxycarbonyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-carbamic acid tert-butyl ester

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Technology Process of [6-(5-{tert-butoxycarbonyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-carbamic acid tert-butyl ester

There total 5 articles about [6-(5-{tert-butoxycarbonyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-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: 88.0%

: 405939-22-2
[6-(5-((tert-butoxycarbonyl)amino)pyridin-2-yl)pyrazin-2-yl](3-chlorophenyl)carbamic acid tert-butyl ester

: 89031-84-5
3-(tert-butyldimethylsilyloxy)propyl bromide

: 817208-89-2
[6-(5-{tert-butoxycarbonyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 65 - 80 ℃; for 4.5h;
DOI:10.1021/jm040099a

Reference yield:

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

: 817208-89-2
[6-(5-{tert-butoxycarbonyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Me₆Sn₂; Pd(PPh₃)4; LiCl / 2,6-di-tert-butyl-4-methylphenol / dioxane / 2 h / 100 °C

1.2: 38 percent / Pd(PPh₃)2Cl₂; LiCl / toluene / 1 h / 100 °C

2.1: 100 percent / aq. LiOH / tetrahydrofuran / 4 h / 20 °C

3.1: 65 percent / diphenylphosphoryl azide; Et₃N / toluene / 3.5 h / 60 - 90 °C

4.1: 88 percent / Cs₂CO₃ / dimethylformamide / 4.5 h / 65 - 80 °C

With lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenylphosphoranyl azide; hexamethyldistannane; caesium carbonate; triethylamine; lithium chloride; 2,6-di-tert-butyl-4-methyl-phenol; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; toluene; 3.1: Curtius rearrangement;
DOI:10.1021/jm040099a

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 817208-89-2
[6-(5-{tert-butoxycarbonyl-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-amino}-pyridin-2-yl)-pyrazin-2-yl]-(3-chloro-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / DMAP / CH₂Cl₂ / 16 h / 20 °C

2.1: Me₆Sn₂; Pd(PPh₃)4; LiCl / 2,6-di-tert-butyl-4-methylphenol / dioxane / 2 h / 100 °C

2.2: 38 percent / Pd(PPh₃)2Cl₂; LiCl / toluene / 1 h / 100 °C

3.1: 100 percent / aq. LiOH / tetrahydrofuran / 4 h / 20 °C

4.1: 65 percent / diphenylphosphoryl azide; Et₃N / toluene / 3.5 h / 60 - 90 °C

5.1: 88 percent / Cs₂CO₃ / dimethylformamide / 4.5 h / 65 - 80 °C

With dmap; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenylphosphoranyl azide; hexamethyldistannane; caesium carbonate; triethylamine; lithium chloride; 2,6-di-tert-butyl-4-methyl-phenol; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: Curtius rearrangement;
DOI:10.1021/jm040099a