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468-68-8

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Basic Information
CAS No.: 468-68-8
Name: (-)-Drimenol
Article Data: 42
Molecular Structure:
Molecular Structure of 468-68-8 ((-)-Drimenol)
Formula: C15H26 O
Molecular Weight: 222.371
Synonyms: 1-Naphthalenemethanol,1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-, [1S-(1a,4ab,8aa)]-; 1-Naphthalenemethanol, 1a,4,4aa,5,6,7,8,8a-octahydro-2,5,5,8ab-tetramethyl-, (-)- (8CI);Drimenol (6CI,7CI); (-)-Drim-7-en-11-ol; (-)-Drimenol; Drim-7-en-11-ol;Drimenol, (-)-; NSC 169775; D7(8)-15-Hydroxyiresane
Density: 0.921g/cm3
Melting Point: 98 °C
Boiling Point: 298.8°Cat760mmHg
Flash Point: 106.9°C
PSA: 20.23000
LogP: 3.77750
Related products
Synthetic route
50490-38-5, 125354-06-5, 40266-93-1

((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl acetate

468-68-8

(-)-drimenol

Conditions
ConditionsYield
With potassium hydroxide In methanol at 0 - 20℃; for 0.416667h; Inert atmosphere;100%
With potassium hydroxide In methanol at 18℃; for 1h;86%
With potassium hydroxide In methanol86%
52617-99-9

(+)-drimane-8,11-diol

468-68-8

(-)-drimenol

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In benzene at 20℃; for 1h;92%
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 6h; regioselective reaction;79%
With toluene-4-sulfonic acid In dichloromethane at 0 - 17℃; Reagent/catalyst; regioselective reaction;58%
682744-24-7

(1S,4aS,8aS)-1-(tert-butyldimethylsilyloxymethyl)-1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetrmethylnaphthalene

468-68-8

(-)-drimenol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 25℃; for 36h;92%
326795-18-0

(4aS,8aS)-2,5,5,8a-Tetramethyl-4a,5,6,7,8,8a-hexahydronaphthalene-1-carbaldehyde

468-68-8

(-)-drimenol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at -8 - 20℃; for 2.25h; Reduction;89%
155321-04-3

drim-7-en-11-yl (1R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo<2.2.1>heptane-1-carboxylate

468-68-8

(-)-drimenol

Conditions
ConditionsYield
With barium dihydroxide In methanol at 20℃; for 2.5h;88%
34437-62-2

drimendiol

468-68-8

(-)-drimenol

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol for 1.25h;64%
53163-41-0

((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate

468-68-8

(-)-drimenol

Conditions
ConditionsYield
Stage #1: ((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate With sulfuric acid In ethanol for 0.00333333h;
Stage #2: With potassium hydroxide In methanol for 0.005h;		57%
With sulfuric acid In ethanol53%
Multi-step reaction with 2 steps
1: sulfuric acid / ethanol / 0.25 h / 0 - 20 °C / Inert atmosphere
2: potassium hydroxide / methanol / 0.42 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium hydroxide / methanol / 1 h / 20 °C
2: toluene-4-sulfonic acid / dichloromethane / 0 - 17 °C
View Scheme
53163-41-0

((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate

A

468-68-8

(-)-drimenol

B

50490-38-5, 125354-06-5, 40266-93-1

((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl acetate

Conditions
ConditionsYield
With sulfuric acid In ethanol at 0 - 20℃; for 0.25h; Inert atmosphere;A 20%
B 56%
53163-41-0

((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate

A

54632-04-1

albicanol

B

468-68-8

(-)-drimenol

Conditions
ConditionsYield
With sulfuric acid In ethanol at 20℃; for 18h;A n/a
B 52.8%
52617-99-9

(+)-drimane-8,11-diol

A

54632-04-1

albicanol

B

468-68-8

(-)-drimenol

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate at 60℃; Temperature; Inert atmosphere; regioselective reaction;A 52%
B 44%
With triphenylphosphine; diethylazodicarboxylate at 20℃; Reagent/catalyst; Inert atmosphere; regioselective reaction;A 19%
B 23%
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