Technology Process of (3S,4S)-3-benzyloxy-4-hydroxynonadeca-6,9-diyne
There total 6 articles about (3S,4S)-3-benzyloxy-4-hydroxynonadeca-6,9-diyne which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 99 percent / 2,6-lutidine / CH2Cl2
2: 85 percent / H2 / 10percent Pd/C / methanol / 3 h
3: 95 percent / pyridine / 5 h / 6 °C
4: 72 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
5: 72 percent / pyridine / 0.5 h / Ambient temperature
6: 1.) BuLi, 2.) borontrifluoride etherate / 1.) THF, hexane, -60 deg C, 15 min, 2.) THF, -70 deg C, 30 min
With
pyridine; 2,6-dimethylpyridine; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/0957-4166(95)00169-P
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 85 percent / H2 / 10percent Pd/C / methanol / 3 h
2: 95 percent / pyridine / 5 h / 6 °C
3: 72 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
4: 72 percent / pyridine / 0.5 h / Ambient temperature
5: 1.) BuLi, 2.) borontrifluoride etherate / 1.) THF, hexane, -60 deg C, 15 min, 2.) THF, -70 deg C, 30 min
With
pyridine; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen;
palladium on activated charcoal;
In
tetrahydrofuran; methanol;
DOI:10.1016/0957-4166(95)00169-P
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1.) ethylmagnesium bromide, 2.) CuCl
2: 88 percent / aq. silver nitrate / ethanol / 1 h
3: 1.) BuLi, 2.) borontrifluoride etherate / 1.) THF, hexane, -60 deg C, 15 min, 2.) THF, -70 deg C, 30 min
With
n-butyllithium; boron trifluoride diethyl etherate; ethylmagnesium bromide; silver nitrate; copper(l) chloride;
In
ethanol;
DOI:10.1016/0957-4166(95)00169-P