Technology Process of (2R,6S,13aS,14aR,16aS,Z)-N-(cyclopropylsulfonyl)-6-(4-fluorophenylamino)-2-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a-carboxamide
There total 12 articles about (2R,6S,13aS,14aR,16aS,Z)-N-(cyclopropylsulfonyl)-6-(4-fluorophenylamino)-2-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a-carboxamide which
guide to synthetic route it.
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synthetic route:
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1315325-71-3
(2R,6S,13aS,14aR,16aS,Z)-N-(cyclopropylsulfonyl)-6-(4-fluorophenylamino)-2-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a-carboxamide
- Guidance literature:
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Hoveyda-Grubbs catalyst second generation;
In
dichloromethane;
at 40 ℃;
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1315325-71-3
(2R,6S,13aS,14aR,16aS,Z)-N-(cyclopropylsulfonyl)-6-(4-fluorophenylamino)-2-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a-carboxamide
- Guidance literature:
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Multi-step reaction with 8 steps
1.1: pyridine / tetrahydrofuran / 0 - 20 °C
2.1: potassium tert-butylate / water; tert-butyl alcohol / 70 °C
2.2: pH ~ 2
3.1: trichlorophosphate / 1,4-dioxane / 2 h / 0 - 110 °C
3.2: pH ~ 9
4.1: sodium t-butanolate / dimethylsulfoxide-d6 / 2 h / 0 - 20 °C
4.2: 1 h / 20 °C
4.3: pH ~ 3
5.1: benzotriazol-1-ol; 4-methyl-morpholine; HATU / dichloromethane / 6 h / 0 - 20 °C
6.1: thionyl chloride / methanol / 2 h / 0 - 45 °C
7.1: benzotriazol-1-ol; HATU / dichloromethane / 5 h / 20 °C
8.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 40 °C
With
4-methyl-morpholine; pyridine; thionyl chloride; potassium tert-butylate; benzotriazol-1-ol; HATU; sodium t-butanolate; trichlorophosphate;
Hoveyda-Grubbs catalyst second generation;
In
tetrahydrofuran; 1,4-dioxane; methanol; dimethylsulfoxide-d6; dichloromethane; water; tert-butyl alcohol;
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1315325-71-3
(2R,6S,13aS,14aR,16aS,Z)-N-(cyclopropylsulfonyl)-6-(4-fluorophenylamino)-2-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a-carboxamide
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C
1.2: 3 h / 80 °C
2.1: potassium tert-butylate / tert-butyl alcohol / 3 h / 80 °C
3.1: pyridine / tetrahydrofuran / 0 - 20 °C
4.1: potassium tert-butylate / water; tert-butyl alcohol / 70 °C
4.2: pH ~ 2
5.1: trichlorophosphate / 1,4-dioxane / 2 h / 0 - 110 °C
5.2: pH ~ 9
6.1: sodium t-butanolate / dimethylsulfoxide-d6 / 2 h / 0 - 20 °C
6.2: 1 h / 20 °C
6.3: pH ~ 3
7.1: benzotriazol-1-ol; 4-methyl-morpholine; HATU / dichloromethane / 6 h / 0 - 20 °C
8.1: thionyl chloride / methanol / 2 h / 0 - 45 °C
9.1: benzotriazol-1-ol; HATU / dichloromethane / 5 h / 20 °C
10.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 40 °C
With
4-methyl-morpholine; pyridine; thionyl chloride; potassium tert-butylate; potassium carbonate; benzotriazol-1-ol; HATU; sodium t-butanolate; trichlorophosphate;
Hoveyda-Grubbs catalyst second generation;
In
tetrahydrofuran; 1,4-dioxane; methanol; dimethylsulfoxide-d6; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;