Technology Process of 2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy)ethyl isobutyl carbonate
There total 25 articles about 2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy)ethyl isobutyl carbonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
4.1: triethylamine / acetonitrile / 0.5 h / 20 °C
4.2: 2 h / 20 °C
5.1: iodine / methanol / 4 h / 60 °C
With
iodine; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; sodium nitrite;
In
1,4-dioxane; methanol; dichloromethane; water; acetic acid; ethyl acetate; acetonitrile;
DOI:10.1016/j.bmcl.2012.04.050
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C
3.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
4.2: 3 h / 20 °C
5.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
6.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
7.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
8.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
10.1: triethylamine / acetonitrile / 0.5 h / 20 °C
10.2: 2 h / 20 °C
11.1: iodine / methanol / 4 h / 60 °C
With
lithium borohydride; palladium 10% on activated carbon; 5%-palladium/activated carbon; hydrogen; iodine; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; sodium nitrite;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; 4-methyl-2-pentanone; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2012.04.050