tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

Base Information

Chemical Name:tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate
CAS No.:1409943-98-1
Molecular Formula:C₃₈H₅₀F₂N₈O₅Si
Molecular Weight:764.948
Hs Code.:

tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

Synonyms:tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

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Chemical Property of tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

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Technology Process of tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

There total 21 articles about tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate 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: 13.0%

: 1190363-64-4
1-(piperidin-4-yl)-3-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

: 1409944-14-4
tert-butyl (5S,6S,9R)-9-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

: 1409943-98-1
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

: 1409943-99-2
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-oxo-3-((2-(trimethylsilyl)ethoxy)methyl)-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

Guidance literature:: 1-(piperidin-4-yl)-3-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridin-2(3H)-one; With triethylamine; trichloromethyl chloroformate; In dichloromethane; at -20 - 10 ℃; Inert atmosphere;

tert-butyl (5S,6S,9R)-9-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate; With triethylamine; In tetrahydrofuran; at 20 ℃; for 72h;

Reference yield:

: 112587-04-9
(E)-1-nitrohexa-1,5-diene

: 1409943-98-1
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

Guidance literature:: Multi-step reaction with 13 steps

1.1: water / 1,4-dioxane

1.2: 14.03 h / 20 - 35 °C / Inert atmosphere

2.1: sodium methylate / methanol / 0.5 h / 0 °C / Inert atmosphere

2.2: 4 h / -60 - -20 °C

2.3: 18 h / 20 °C

3.1: titanium(IV) tetraethanolate / benzene; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

4.1: lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

4.2: 2 h / -75 °C

5.1: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 20 °C

6.1: triethylamine / dichloromethane / 2 h / 20 °C

7.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Inert atmosphere; Reflux

8.1: N-Methyldicyclohexylamine / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 2.02 h / 20 - 160 °C / Microwave irradiation; Inert atmosphere

9.1: ozone / dimethylsulfide / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

10.1: water; sodium tetrahydroborate / methanol / 2 h / 20 °C

11.1: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane; benzene / 20 °C / Inert atmosphere

12.1: hydrazine hydrate / methanol / 2 h / 70 °C / Inert atmosphere

13.1: triethylamine; trichloromethyl chloroformate / dichloromethane / -20 - 10 °C / Inert atmosphere

13.2: 72 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; di-isopropyl azodicarboxylate; N-Methyldicyclohexylamine; water; sodium methylate; ozone; hydrazine hydrate; triethylamine; triphenylphosphine; lithium diisopropyl amide; trichloromethyl chloroformate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) tetraethanolate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; dimethylsulfide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; benzene; 7.1: Grubbs' metathesis conditions / 8.1: Heck Reaction;

Reference yield:

: 1409944-03-1
(S)-1,2-difluoro-3-(1-nitrohex-5-en-2-yl)benzene

: 1409943-98-1
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(4-(2-((2-(trimethylsilyl)ethoxy)methoxy)-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamido)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylcarbamate

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium methylate / methanol / 0.5 h / 0 °C / Inert atmosphere

1.2: 4 h / -60 - -20 °C

1.3: 18 h / 20 °C

2.1: titanium(IV) tetraethanolate / benzene; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

3.1: lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

3.2: 2 h / -75 °C

4.1: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 20 °C

5.1: triethylamine / dichloromethane / 2 h / 20 °C

6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Inert atmosphere; Reflux

7.1: N-Methyldicyclohexylamine / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 2.02 h / 20 - 160 °C / Microwave irradiation; Inert atmosphere

8.1: ozone / dimethylsulfide / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

9.1: water; sodium tetrahydroborate / methanol / 2 h / 20 °C

10.1: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane; benzene / 20 °C / Inert atmosphere

11.1: hydrazine hydrate / methanol / 2 h / 70 °C / Inert atmosphere

12.1: triethylamine; trichloromethyl chloroformate / dichloromethane / -20 - 10 °C / Inert atmosphere

12.2: 72 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; di-isopropyl azodicarboxylate; N-Methyldicyclohexylamine; water; sodium methylate; ozone; hydrazine hydrate; triethylamine; triphenylphosphine; lithium diisopropyl amide; trichloromethyl chloroformate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) tetraethanolate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; dimethylsulfide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; benzene; 6.1: Grubbs' metathesis conditions / 7.1: Heck Reaction;