Technology Process of (R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide
There total 2 articles about (R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide;
With
n-butyllithium; diisopropylamine; lithium chloride;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 1.33333h;
Inert atmosphere;
allyl iodid;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
for 6.16667h;
stereoselective reaction;
Inert atmosphere;
DOI:10.1021/jo102038q
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: triethylamine / dichloromethane / 0.67 h / 20 °C / Inert atmosphere
2.1: lithium chloride; N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 - 20 °C / Inert atmosphere
2.2: 2 h / -78 - 0 °C
With
n-butyllithium; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride;
In
tetrahydrofuran; hexane; dichloromethane;
DOI:10.1055/s-0033-1339923
- Guidance literature:
-
(R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide;
With
n-butyllithium; diisopropylamine; lithium chloride;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
Inert atmosphere;
benzyl bromide;
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone;
In
tetrahydrofuran; hexane;
at -40 ℃;
for 1.25h;
optical yield given as %de;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1021/ja806021y
