Technology Process of [2-(tert-butoxycarbonylamino)-7-fluoro-1,3-benzothiazol-4-yl]boronic acid
There total 13 articles about [2-(tert-butoxycarbonylamino)-7-fluoro-1,3-benzothiazol-4-yl]boronic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl N-(4-bromo-7-fluoro-1,3-benzothiazol-2-yl)carbamate;
With
sodium hydride;
In
tetrahydrofuran; paraffin oil;
at -17 - -10 ℃;
for 0.5h;
Large scale;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -65 - -60 ℃;
for 0.333333h;
Large scale;
Triisopropyl borate;
at -60 - 0 ℃;
for 1h;
Large scale;
- Guidance literature:
-
2-[(tert-butoxycarbonyl)amino]-7-fluoro-1,3-benzothiazol-4-yl trifluoromethanesulfonate; bis(pinacol)diborane;
With
tetrakis(triphenylphosphine) palladium(0); potassium acetate;
In
1,4-dioxane;
at 80 ℃;
Inert atmosphere;
With
sodium periodate; ammonium acetate;
In
water; acetone;
at 18 - 23 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: tetrahydrofuran / 0.5 h / 5 - 20 °C / Inert atmosphere
1.2: 3.5 h / Reflux
2.1: bromine / chloroform / -20 - 7 °C / Inert atmosphere; Reflux
3.1: boron tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere
4.1: dmap; triethylamine / 1,4-dioxane / 48 h / 10 - 20 °C
4.2: 20 °C
5.1: pyridine / dichloromethane / 5 - 10 °C / Inert atmosphere
6.1: potassium acetate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 80 °C / Inert atmosphere
6.2: 18 - 23 °C
With
pyridine; dmap; tetrakis(triphenylphosphine) palladium(0); bromine; potassium acetate; boron tribromide; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform;
