Technology Process of tert-butyl [1-(5-{3-(bromomethyl)-5-[methyl(methylsulfonyl)amino]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate
There total 11 articles about tert-butyl [1-(5-{3-(bromomethyl)-5-[methyl(methylsulfonyl)amino]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
carbon tetrabromide; triphenylphosphine;
In
dichloromethane;
for 12h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: pyridine / dichloromethane / 4 h / 0 - 20 °C
2.1: sodium hydride / DMF (N,N-dimethyl-formamide) / 1 h
3.1: methanol; sodium hydroxide / tetrahydrofuran / 8 h / 0 - 20 °C
4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 20 °C
5.1: Burgess Reagent / 1,2-dichloro-ethane / 0.13 h / 120 °C / Microwave
6.1: lithium hydroxide; water / tetrahydrofuran / 2 h / 20 °C
6.2: 20 °C
7.1: borane-THF / tetrahydrofuran / 16 h / 0 - 20 °C
7.2: 0 °C
8.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 12 h
With
pyridine; methanol; lithium hydroxide; sodium hydroxide; borane-THF; Burgess Reagent; carbon tetrabromide; water; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; DMF (N,N-dimethyl-formamide); dichloromethane; 1,2-dichloro-ethane;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 20 °C
2.1: Burgess Reagent / 1,2-dichloro-ethane / 0.13 h / 120 °C / Microwave
3.1: lithium hydroxide; water / tetrahydrofuran / 2 h / 20 °C
3.2: 20 °C
4.1: borane-THF / tetrahydrofuran / 16 h / 0 - 20 °C
4.2: 0 °C
5.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 12 h
With
lithium hydroxide; borane-THF; Burgess Reagent; carbon tetrabromide; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
