Technology Process of benzyl 2-((2R,6S)-6-(cyanomethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate
There total 8 articles about benzyl 2-((2R,6S)-6-(cyanomethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
In
N,N-dimethyl-formamide;
at 70 ℃;
for 48h;
Inert atmosphere;
DOI:10.1021/ol201863b
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: pyridine; dmap / dichloromethane / 72 h / 20 °C / Inert atmosphere
2.1: pyridine / tetrahydrofuran / 12 h / Inert atmosphere
3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane; benzene / 3 h / -78 °C / Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / methanol / 12 h
5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
5.2: -78 - 20 °C / Inert atmosphere
6.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene; water / tert-butyl alcohol / 0 - 20 °C / Inert atmosphere
7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0 - 20 °C / Inert atmosphere
8.1: N,N-dimethyl-formamide / 48 h / 70 °C / Inert atmosphere
With
pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; water; hydrogen; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene;
5.1: Swern oxidation / 5.2: Swern oxidation / 6.1: Pinnick oxidation;
DOI:10.1021/ol201863b
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine / tetrahydrofuran / 12 h / Inert atmosphere
2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane; benzene / 3 h / -78 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / methanol / 12 h
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
4.2: -78 - 20 °C / Inert atmosphere
5.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene; water / tert-butyl alcohol / 0 - 20 °C / Inert atmosphere
6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0 - 20 °C / Inert atmosphere
7.1: N,N-dimethyl-formamide / 48 h / 70 °C / Inert atmosphere
With
pyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; water; hydrogen; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene;
4.1: Swern oxidation / 4.2: Swern oxidation / 5.1: Pinnick oxidation;
DOI:10.1021/ol201863b
