Technology Process of (+/-)-occidentalol
There total 13 articles about (+/-)-occidentalol which
guide to synthetic route it.
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synthetic route:
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73878-86-1
(4aS,8S,8aR)-4a,8-Dimethyl-6-oxo-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 5 steps
1: 54 percent / hydrogen / Adams' catalyst / ethanol / 336 h
2: 90 percent / phosphorus oxychloride / pyridine
3: 1.) N-bromosuccinimide; 2.) 1,8-diazabicyclo<5.4.0>undecene-7 / 1.) CCl4; 2.) benzene
4: 85 percent / sodium methoxide / methanol
With
N-Bromosuccinimide; hydrogen; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate;
platinum(IV) oxide;
In
pyridine; methanol; ethanol;
DOI:10.1246/cl.1980.107
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73878-81-6
(4S,4aR,6R,8aS)-6-Hydroxymethyl-7-methoxymethoxy-4,8a-dimethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalen-2-ol
- Guidance literature:
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Multi-step reaction with 9 steps
1: 80 percent / boron trifluoride / tetrahydrofuran
2: 54 percent / sodium borohydride / H2O; tetrahydrofuran
3: 1.) thionyl chloride; 2.) 1,8-diazabicyclo<5.4.0>undecene-7 / 1.) pyridine; 2.) benzene
4: acetic acid, HCl
5: 54 percent / hydrogen / Adams' catalyst / ethanol / 336 h
6: 90 percent / phosphorus oxychloride / pyridine
7: 1.) N-bromosuccinimide; 2.) 1,8-diazabicyclo<5.4.0>undecene-7 / 1.) CCl4; 2.) benzene
8: 85 percent / sodium methoxide / methanol
With
hydrogenchloride; sodium tetrahydroborate; N-Bromosuccinimide; thionyl chloride; boron trifluoride; hydrogen; sodium methylate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate;
platinum(IV) oxide;
In
tetrahydrofuran; pyridine; methanol; ethanol; water;
DOI:10.1246/cl.1980.107
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73878-79-2
(4aR,8R,8aS)-3-Hydroxy-4a,8-dimethyl-6-oxo-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 11 steps
1: sodium hydride
2: lithium / liquid ammonia
3: 80 percent / boron trifluoride / tetrahydrofuran
4: 54 percent / sodium borohydride / H2O; tetrahydrofuran
5: 1.) thionyl chloride; 2.) 1,8-diazabicyclo<5.4.0>undecene-7 / 1.) pyridine; 2.) benzene
6: acetic acid, HCl
7: 54 percent / hydrogen / Adams' catalyst / ethanol / 336 h
8: 90 percent / phosphorus oxychloride / pyridine
9: 1.) N-bromosuccinimide; 2.) 1,8-diazabicyclo<5.4.0>undecene-7 / 1.) CCl4; 2.) benzene
10: 85 percent / sodium methoxide / methanol
With
hydrogenchloride; sodium tetrahydroborate; N-Bromosuccinimide; thionyl chloride; boron trifluoride; hydrogen; sodium methylate; lithium; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate;
platinum(IV) oxide;
In
tetrahydrofuran; pyridine; methanol; ethanol; ammonia; water;
DOI:10.1246/cl.1980.107