Technology Process of (1R,10bR)-1-<(R)-2-benzyloxy-1-hydroxyethyl>-10-methoxy-3-oxo-1,5,6,10b-tetrahydro-3H-oxazolo<4,3-a>isoquinoline
There total 11 articles about (1R,10bR)-1-<(R)-2-benzyloxy-1-hydroxyethyl>-10-methoxy-3-oxo-1,5,6,10b-tetrahydro-3H-oxazolo<4,3-a>isoquinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: bromine / CCl4 / 3 h / 0 °C
2: dimethyl sulfoxide / 1 h / Ambient temperature
3: BH3*THF / tetrahydrofuran / 1 h / Heating
4: triethylamine / methanol / 0.5 h / Ambient temperature
5: n-butyllithium / hexane; diethyl ether / 1 h / -78 °C
6: pyridine, chromium (III) oxide, celite / CH2Cl2 / 1 h / Ambient temperature
7: potassium carbonate / methanol; H2O / 4 h / Ambient temperature
8: sodium cyanoborohydride / methanol / 1 h / 0 °C
9: 37percent hydrochloric acid / methanol; H2O / 12 h / Ambient temperature
10: 1M sodium hydroxide / CH2Cl2 / 1 h / Ambient temperature
11: 96 percent / potassium hydroxide / methanol / 0.17 h / Ambient temperature
With
pyridine; hydrogenchloride; chromium(III) oxide; potassium hydroxide; sodium hydroxide; n-butyllithium; borane-THF; Celite; bromine; sodium cyanoborohydride; potassium carbonate; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; dichloromethane; water;
DOI:10.1016/S0040-4020(01)80641-4
- Guidance literature:
-
Multi-step reaction with 7 steps
1: n-butyllithium / hexane; diethyl ether / 1 h / -78 °C
2: pyridine, chromium (III) oxide, celite / CH2Cl2 / 1 h / Ambient temperature
3: potassium carbonate / methanol; H2O / 4 h / Ambient temperature
4: sodium cyanoborohydride / methanol / 1 h / 0 °C
5: 37percent hydrochloric acid / methanol; H2O / 12 h / Ambient temperature
6: 1M sodium hydroxide / CH2Cl2 / 1 h / Ambient temperature
7: 96 percent / potassium hydroxide / methanol / 0.17 h / Ambient temperature
With
pyridine; hydrogenchloride; chromium(III) oxide; potassium hydroxide; sodium hydroxide; n-butyllithium; Celite; sodium cyanoborohydride; potassium carbonate;
In
methanol; diethyl ether; hexane; dichloromethane; water;
DOI:10.1016/S0040-4020(01)80641-4