Technology Process of (R)-3-(4-methoxybenzyloxy)tetradec-1-yne
There total 3 articles about (R)-3-(4-methoxybenzyloxy)tetradec-1-yne which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(R)-(-)-1-tetradecyn-3-ol;
With
sodium hydride;
In
N,N-dimethyl-formamide; paraffin;
at 0 ℃;
for 1h;
Inert atmosphere;
p-methoxybenzyl chloride;
With
tetra-(n-butyl)ammonium iodide;
In
N,N-dimethyl-formamide; paraffin;
at 0 - 20 ℃;
for 0.666667h;
Inert atmosphere;
DOI:10.1021/jo300139r
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: (S)-(-)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; 2,2-dimethylpropanoic anhydride; N-ethyl-N,N-diisopropylamine / diethyl ether / 12 h / 20 °C / Inert atmosphere; Resolution of racemate
2.1: sodium hydride / N,N-dimethyl-formamide; paraffin / 1 h / 0 °C / Inert atmosphere
2.2: 0.67 h / 0 - 20 °C / Inert atmosphere
With
(S)-(-)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; 2,2-dimethylpropanoic anhydride; sodium hydride; N-ethyl-N,N-diisopropylamine;
In
diethyl ether; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo300139r
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - -23 °C / Inert atmosphere
1.2: 1 h / -78 - -23 °C / Inert atmosphere
2.1: potassium carbonate / methanol / 1 h / 20 °C / Inert atmosphere
3.1: (S)-(-)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; 2,2-dimethylpropanoic anhydride; N-ethyl-N,N-diisopropylamine / diethyl ether / 12 h / 20 °C / Inert atmosphere; Resolution of racemate
4.1: sodium hydride / N,N-dimethyl-formamide; paraffin / 1 h / 0 °C / Inert atmosphere
4.2: 0.67 h / 0 - 20 °C / Inert atmosphere
With
n-butyllithium; (S)-(-)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; 2,2-dimethylpropanoic anhydride; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; diethyl ether; hexane; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo300139r
