Technology Process of (5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)methan-d2-ol
There total 7 articles about (5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)methan-d2-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate;
With
lithium aluminium deuteride;
In
tetrahydrofuran;
at 0 ℃;
for 1.5h;
With
water;
In
tetrahydrofuran;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: Et3SiD; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -30 - -20 °C
2.1: Dess-Martin periodane / dichloromethane / 2 h / 0 °C
3.1: sodium perchlorate; dihydrogen peroxide / water; tert-butyl alcohol / 20 °C
4.1: thionyl chloride / 0 °C / Reflux
5.1: lithium aluminium deuteride / tetrahydrofuran / 1.5 h / 0 °C
5.2: 0.5 h
With
thionyl chloride; lithium aluminium deuteride; Et3SiD; boron trifluoride diethyl etherate; sodium perchlorate; dihydrogen peroxide; Dess-Martin periodane;
In
tetrahydrofuran; dichloromethane; water; acetonitrile; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.67 h / -78 - -70 °C / Inert atmosphere
1.2: -65 °C
2.1: Et3SiD; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -30 - -20 °C
3.1: Dess-Martin periodane / dichloromethane / 2 h / 0 °C
4.1: sodium perchlorate; dihydrogen peroxide / water; tert-butyl alcohol / 20 °C
5.1: thionyl chloride / 0 °C / Reflux
6.1: lithium aluminium deuteride / tetrahydrofuran / 1.5 h / 0 °C
6.2: 0.5 h
With
n-butyllithium; thionyl chloride; lithium aluminium deuteride; Et3SiD; boron trifluoride diethyl etherate; sodium perchlorate; dihydrogen peroxide; Dess-Martin periodane;
In
tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;