Technology Process of 3-(2-ethynyl-3,4,5-trimethoxyphenyl)-1-(1,3-oxazol-2-yl)propan-1-ol
There total 7 articles about 3-(2-ethynyl-3,4,5-trimethoxyphenyl)-1-(1,3-oxazol-2-yl)propan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
oxazol;
With
borane-THF;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
With
tert.-butyl lithium;
In
tetrahydrofuran; pentane;
at -78 ℃;
for 0.666667h;
3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-propionaldehyde;
In
tetrahydrofuran; pentane;
at -78 ℃;
for 3h;
DOI:10.1016/S0040-4020(00)00862-0
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 98 percent / 2,6-lutidine / CH2Cl2 / 5 h / 20 °C
2.1: 95 percent / silver trifluoroacetate; I2; sodium bicarbonate / CHCl3 / 3 h / 0 °C
3.1: 92 percent / Et2NH; bis[triphenylphosphine]palladium dichloride; copper(I) iodide / dimethylsulfoxide / 20 h / 90 °C
4.1: 98 percent / n-Bu4NF / tetrahydrofuran / 7 h / 20 °C
5.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.75 h / -78 °C
6.1: BH3*THF / tetrahydrofuran / 1 h / 20 °C
6.2: t-BuLi / pentane; tetrahydrofuran / 0.67 h / -78 °C
6.3: 64 percent / tetrahydrofuran; pentane / 3 h / -78 °C
With
2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; borane-THF; oxalyl dichloride; tetrabutyl ammonium fluoride; iodine; silver trifluoroacetate; sodium hydrogencarbonate; dimethyl sulfoxide; diethylamine;
In
tetrahydrofuran; dichloromethane; chloroform; dimethyl sulfoxide;
3.1: Sonogashira coupling / 5.1: Swern oxidation;
DOI:10.1016/S0040-4020(00)00862-0
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 92 percent / Et2NH; bis[triphenylphosphine]palladium dichloride; copper(I) iodide / dimethylsulfoxide / 20 h / 90 °C
2.1: 98 percent / n-Bu4NF / tetrahydrofuran / 7 h / 20 °C
3.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.75 h / -78 °C
4.1: BH3*THF / tetrahydrofuran / 1 h / 20 °C
4.2: t-BuLi / pentane; tetrahydrofuran / 0.67 h / -78 °C
4.3: 64 percent / tetrahydrofuran; pentane / 3 h / -78 °C
With
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; borane-THF; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; diethylamine;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
1.1: Sonogashira coupling / 3.1: Swern oxidation;
DOI:10.1016/S0040-4020(00)00862-0
