Technology Process of Naphtho[1,2-b]furan-2(3H)-one,3a,4,5,5a,6,7,9a,9b-octahydro-3,5a,9-trimethyl-, (3S,3aS,5aR,9aR,9bS)-
There total 1 articles about Naphtho[1,2-b]furan-2(3H)-one,3a,4,5,5a,6,7,9a,9b-octahydro-3,5a,9-trimethyl-, (3S,3aS,5aR,9aR,9bS)- which
guide to synthetic route it.
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synthetic route:
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10180-76-4
(3S,3aS,5aR,9aR,9bS)-3,5a,9-Trimethyl-3a,4,5,5a,6,7,9a,9b-octahydro-3H-naphtho[1,2-b]furan-2-one
- Guidance literature:
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bis(benzonitrile)palladium(II) dichloride;
In
toluene;
for 24h;
Heating;
DOI:10.1016/S0040-4039(97)10775-4
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10180-76-4
(3S,3aS,5aR,9aR,9bS)-3,5a,9-Trimethyl-3a,4,5,5a,6,7,9a,9b-octahydro-3H-naphtho[1,2-b]furan-2-one
- Guidance literature:
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Multi-step reaction with 11 steps
1: 58 percent / 1.) LDA, 2.) Mo5*pyridine*HMPT complex / hexane; tetrahydrofuran / 3 h / -78 °C
2: 885 mg / LiAlH4 / tetrahydrofuran / 4 h / Heating
3: 98 percent / sodium periodate / tetrahydrofuran; H2O / 1.2 h / Ambient temperature
4: CH2Cl2 / 0.5 h / Ambient temperature
5: activated alumina (Wako) / 2 h
6: 90 percent / LiAlH4 / diethyl ether / 3 h / Heating
7: 1.) sodium periodate, 2.) sodium borohydride / 1.) THF, 0 deg C, 1 h, 2.) THF, water, 45 min
8: 60 mg / pyridine / 4 °C
9: sodium iodide / acetone / 2.2 h / Heating
10: 82 percent / p-toluenesulfonic acid / tetrahydrofuran
11: 73 percent / diethyl ether / 0 °C
With
pyridine; aluminum oxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; Mo5*pyridine*HMPT; toluene-4-sulfonic acid; sodium iodide; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetone;
DOI:10.1246/bcsj.60.707
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10180-76-4
(3S,3aS,5aR,9aR,9bS)-3,5a,9-Trimethyl-3a,4,5,5a,6,7,9a,9b-octahydro-3H-naphtho[1,2-b]furan-2-one
- Guidance literature:
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Multi-step reaction with 7 steps
1: 58 percent / 1.) LDA, 2.) Mo5*pyridine*HMPT complex / hexane; tetrahydrofuran / 3 h / -78 °C
2: 885 mg / LiAlH4 / tetrahydrofuran / 4 h / Heating
3: 98 percent / sodium periodate / tetrahydrofuran; H2O / 1.2 h / Ambient temperature
4: CH2Cl2 / 0.5 h / Ambient temperature
5: activated alumina (Wako) / 2 h
6: 90 percent / LiAlH4 / diethyl ether / 3 h / Heating
7: 1.) sodium periodate, 2.) sodium borohydride / 1.) THF, 0 deg C, 1 h, 2.) THF, water, 45 min
With
aluminum oxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; Mo5*pyridine*HMPT; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;
DOI:10.1246/bcsj.60.707