(S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Base Information

Chemical Name:(S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide
CAS No.:1427033-60-0
Molecular Formula:C₃₅H₂₉F₂N₅O₆S
Molecular Weight:685.708
Hs Code.:

(S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Synonyms:(S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

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Chemical Property of (S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

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Technology Process of (S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

There total 23 articles about (S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-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:

: 1427035-01-5
5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

: 1427033-59-7
(R)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

: 1427033-60-0
(S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: With Chiralpak AD; In ethanol; carbon dioxide; liquid CO₂;

Reference yield:

: 1427034-84-1
ethyl 2-chloro-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indole-6-carboxylate

: 1427033-59-7
(R)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

: 1427033-60-0
(S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / dichloromethane; methanol / 2 h / 20 °C

2.1: pyridine / 2 h / 0 - 20 °C / Inert atmosphere

3.1: sodium azide / N,N-dimethyl-formamide / 6 h / 60 °C / Inert atmosphere

4.1: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate / 1,4-dioxane; water / 2 h / 90 °C / Inert atmosphere

5.1: hydrogen; 5%-palladium/activated carbon / methanol / 20 °C / 1551.49 Torr

6.1: pyridine / dichloromethane / 20 °C / Inert atmosphere

6.2: 1.5 h / 20 °C / Inert atmosphere

7.1: Chiralpak AD-3 / ethanol / Resolution of racemate

With pyridine; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium azide; potassium phosphate tribasic trihydrate; 5%-palladium/activated carbon; hydrogen; XPhos; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 1426942-84-8
6-chloro-2-(4-fluoro-1H-indol-2-yl)pyridin-3-ol

: 1427033-59-7
(R)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

: 1427033-60-0
(S)-5-(6-(acetamidomethyl)-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: hydrogenchloride; tin / ethanol / 3 h / Reflux

2.1: methanesulfonic acid / tetrahydrofuran / 2 h / 50 °C

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 2 h / 80 °C

4.1: sodium tetrahydroborate / dichloromethane; methanol / 2 h / 20 °C

5.1: pyridine / 2 h / 0 - 20 °C / Inert atmosphere

6.1: sodium azide / N,N-dimethyl-formamide / 6 h / 60 °C / Inert atmosphere

7.1: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate / 1,4-dioxane; water / 2 h / 90 °C / Inert atmosphere

8.1: hydrogen; 5%-palladium/activated carbon / methanol / 20 °C / 1551.49 Torr

9.1: pyridine / dichloromethane / 20 °C / Inert atmosphere

9.2: 1.5 h / 20 °C / Inert atmosphere

10.1: Chiralpak AD-3 / ethanol / Resolution of racemate

With pyridine; hydrogenchloride; tin; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium azide; methanesulfonic acid; potassium phosphate tribasic trihydrate; 5%-palladium/activated carbon; hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;