Technology Process of Galanal B
There total 8 articles about Galanal B which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
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((6aR,11aR,11bS)-7-hydroxy-4,4,11b-trimethyl-2,3,4,4a,5,6,6a,7,8,11,11a,11b-dodecahydro-1H-cyclohepta[a]naphthalene-6a,9-diyl)dimethanol
- Guidance literature:
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With
N-chloro-succinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium carbonate;
In
dichloromethane; water;
at 20 ℃;
for 6h;
Overall yield = 70 %;
Inert atmosphere;
DOI:10.1021/ol501121v
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((6aR,11aR,11bS)-7-hydroxy-4,4,11b-trimethyl-2,3,4,4a,5,6,6a,7,8,11,11a,11b-dodecahydro-1H-cyclohepta[a]naphthalene-6a,9-diyl)dimethanol
- Guidance literature:
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With
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; isothiocyanic acid; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium carbonate;
In
dichloromethane;
at 20 ℃;
Overall yield = 70 %;
- Guidance literature:
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Multi-step reaction with 7 steps
1: thionyl chloride; pyridine / dichloromethane / -78 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C
3: toluene / Reflux
4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C
5: bis(cyclopentadienyl)titanium dichloride; zinc / tetrahydrofuran / 20 °C
6: diisobutylaluminium hydride / dichloromethane / -78 °C
7: isothiocyanic acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl-ammonium chloride; potassium carbonate; sodium hydrogencarbonate / dichloromethane / 20 °C
With
pyridine; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; thionyl chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; isothiocyanic acid; tetrabutyl-ammonium chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; zinc;
In
tetrahydrofuran; dichloromethane; toluene;
3: |Wittig Olefination;