Multi-step reaction with 16 steps
1.1: sodium hydroxide / 2 h / 0 - 20 °C
2.1: trichlorophosphate / dichloromethane / 6 h / 0 - 80 °C / Inert atmosphere
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.25 h / 0 °C
3.2: 16 h / 20 °C
4.1: palladium 10% on activated carbon; hydrogen / ethanol / 3 h / 20 °C / 760.05 Torr
5.1: water; sodium hydroxide / tetrahydrofuran; methanol / 3 h / 20 °C
6.1: 4-methyl-morpholine; pivaloyl chloride / tetrahydrofuran / 1.5 h / -78 - -20 °C
6.2: 1.67 h / -78 - 20 °C
7.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C
7.2: 0.08 h
7.3: 16 h / 24 °C
8.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 1.17 h / 0 - 20 °C
9.1: palladium 10% on activated carbon; hydrogen; acetic acid / water / 3 h / 20 °C / 760.05 Torr
10.1: acetic acid; hydrogen bromide / 3 h / Reflux
11.1: acetyl chloride / 4 h / 0 °C / Reflux
12.1: sodium hydrogencarbonate / methanol; water / 1 h / 0 - 20 °C
13.1: pyridine / dichloromethane / 3 h / 0 - 20 °C
14.1: triethylamine; copper(l) iodide; tri-tert-butyl phosphine; tetrakis(triphenylphosphine) palladium(0) / acetonitrile; hexane / 16 h / Inert atmosphere; Reflux
15.1: water; sodium hydroxide / tetrahydrofuran; methanol / 3 h / 20 °C
16.1: 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C
With
4-methyl-morpholine; pyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tri-tert-butyl phosphine; palladium 10% on activated carbon; water; hydrogen bromide; hydrogen; dihydrogen peroxide; pivaloyl chloride; potassium hexamethylsilazane; sodium hydrogencarbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; sodium hydroxide; lithium hydroxide; trichlorophosphate;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; acetonitrile;