Technology Process of ethyl (5R,6S)-6-(benzyloxy)-5-hydroxyhexadec-2-ynoate
There total 6 articles about ethyl (5R,6S)-6-(benzyloxy)-5-hydroxyhexadec-2-ynoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
propynoic acid ethyl ester;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 1h;
(2R,3S)-3-benzyloxy-1,2-epoxy-tridecane;
With
boron trifluoride diethyl etherate;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 2h;
regioselective reaction;
Inert atmosphere;
DOI:10.24820/ark.5550190.p010.635
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: triethylamine; di(n-butyl)tin oxide; p-toluenesulfonyl chloride / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere
2.2: 4 h / 0 - 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
3.2: 2 h / -78 °C / Inert atmosphere
With
n-butyllithium; sodium hydride; di(n-butyl)tin oxide; triethylamine; p-toluenesulfonyl chloride;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.24820/ark.5550190.p010.635
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium nitrite; acetic acid / dimethyl sulfoxide / 24 h / 35 °C / Inert atmosphere
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
3.1: triethylamine; di(n-butyl)tin oxide; p-toluenesulfonyl chloride / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
3.2: 0.5 h / 20 °C / Inert atmosphere
4.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere
4.2: 4 h / 0 - 20 °C / Inert atmosphere
5.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
5.2: 2 h / -78 °C / Inert atmosphere
With
lithium aluminium tetrahydride; n-butyllithium; sodium hydride; di(n-butyl)tin oxide; acetic acid; triethylamine; p-toluenesulfonyl chloride; sodium nitrite;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.24820/ark.5550190.p010.635
