Technology Process of 1,1-dimethylethyl {(1R)-1-[({2-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-5-pyrimidinyl}amino)carbonyl]-2,2-dimethylpropyl}carbamate
There total 2 articles about 1,1-dimethylethyl {(1R)-1-[({2-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-5-pyrimidinyl}amino)carbonyl]-2,2-dimethylpropyl}carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: sodium hydroxide / water; methanol / 0 - 20 °C
1.2: pH 2
2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere
2.2: 12 h / 60 °C / Inert atmosphere
With
N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide;
In
methanol; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-butyllithium / tetrahydrofuran / 2 h / -78 - -70 °C
1.2: 2 h / 20 °C
2.1: hydrogenchloride / dichloromethane / 0.5 h
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C
3.2: 2 h / 20 °C
4.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 3 h / Reflux
5.1: boron tribromide / dichloromethane / 2 h / 20 °C / Cooling with ice
6.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
7.1: water; ammonium chloride; iron / tetrahydrofuran / 48 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere
8.2: 12 h / 60 °C / Inert atmosphere
With
hydrogenchloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; boron tribromide; iron; sodium hydride; potassium carbonate; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;