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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities

1-Naphthalenemethanol,1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-, (1S,4aS,8aS)-

Cas:468-68-8

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specializ

1-Naphthalenemethanol,1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-, (1S,4aS,8aS)-

Cas:468-68-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Hebei Nengqian Chemical Import and Export Co., LTD

Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con

Bakkenolide III CAS 24909-95-31-Naphthalenemethanol,1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-,

Cas:468-68-8

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

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TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

(-)-Drimenol

Cas:468-68-8

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

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Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

1-Naphthalenemethanol,1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-, (1S,4aS,8aS)-

Cas:468-68-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Antimex Chemical Limied

hight degree of purity Application:Fine chemical intermediates, used as the main raw material for he synthesis of various pesticides, medicines, surfactants, polymer monomers, Ond Ontifungal agents

1-Naphthalenemethanol,1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-, (1S,4aS,8aS)-

Cas:468-68-8

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Fandachem Co.,Ltd

1-Naphthalenemethanol,1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-, (1S,4aS,8aS)- cas 468-68-8Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air,

Zibo Hangyu Biotechnology Development Co., Ltd

home-produced Application:medicine

(-)-Drimenol

Cas:468-68-8

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

(-)-Drimenol

Cas:468-68-8

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

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

(-)-drimenol
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%
(+)-drimane-8,11-diol
52617-99-9

(+)-drimane-8,11-diol

(-)-drimenol
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%
(1S,4aS,8aS)-1-(tert-butyldimethylsilyloxymethyl)-1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetrmethylnaphthalene
682744-24-7

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

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 25℃; for 36h;92%
(4aS,8aS)-2,5,5,8a-Tetramethyl-4a,5,6,7,8,8a-hexahydronaphthalene-1-carbaldehyde
326795-18-0

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

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at -8 - 20℃; for 2.25h; Reduction;89%
drim-7-en-11-yl (1R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo<2.2.1>heptane-1-carboxylate
155321-04-3

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

(-)-drimenol
468-68-8

(-)-drimenol

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

drimendiol

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol for 1.25h;64%
((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate
53163-41-0

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

(-)-drimenol
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
((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate
53163-41-0

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

A

(-)-drimenol
468-68-8

(-)-drimenol

B

((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl acetate
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%
((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate
53163-41-0

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

A

albicanol
54632-04-1

albicanol

B

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
With sulfuric acid In ethanol at 20℃; for 18h;A n/a
B 52.8%
(+)-drimane-8,11-diol
52617-99-9

(+)-drimane-8,11-diol

A

albicanol
54632-04-1

albicanol

B

(-)-drimenol
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%
(4aS,8aS)-2,5,5,8a-Tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid 2,3-dihydroxy-propyl ester
89188-16-9

(4aS,8aS)-2,5,5,8a-Tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid 2,3-dihydroxy-propyl ester

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
With diisobutylaluminium hydride In toluene for 8h; Ambient temperature;50%
sesquiterpenoic acid glyceride
89188-16-9

sesquiterpenoic acid glyceride

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
With diisobutylaluminium hydride
(E)-3-(3,4-Dimethoxy-phenyl)-acrylic acid (1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl ester

(E)-3-(3,4-Dimethoxy-phenyl)-acrylic acid (1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl ester

A

(E)-3',4'-dimethoxycinnamyl alcohol
18523-76-7

(E)-3',4'-dimethoxycinnamyl alcohol

B

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 1h;A n/a
B 3 mg
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl ester
197522-61-5

(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl ester

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
With barium dihydroxide In methanol; dichloromethane for 2h; Ambient temperature;
(+/-)-drim-7-en-11-ol acetate

(+/-)-drim-7-en-11-ol acetate

A

(-)-drimenol
468-68-8

(-)-drimenol

B

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

C

(5R,9R,10R)-(+)-drim-7-en-11-ol
186366-21-2

(5R,9R,10R)-(+)-drim-7-en-11-ol

D

(5R,9R,10R)-drim-7-en-11-ol acetate

(5R,9R,10R)-drim-7-en-11-ol acetate

Conditions
ConditionsYield
With hog pancreas lipase In phosphate buffer at 20℃; for 22h; pH=6.5; Title compound not separated from byproducts;
Farnesol
106-28-5

Farnesol

A

[(1S,2R,4aS,8aS)-2,5,5,8a-Tetramethyl-2-((2E,6E)-3,7,11-trimethyl-dodeca-2,6,10-trienyloxy)-decahydro-naphthalen-1-yl]-methanol

[(1S,2R,4aS,8aS)-2,5,5,8a-Tetramethyl-2-((2E,6E)-3,7,11-trimethyl-dodeca-2,6,10-trienyloxy)-decahydro-naphthalen-1-yl]-methanol

B

(+)-drimane-8,11-diol
52617-99-9

(+)-drimane-8,11-diol

C

albicanol
54632-04-1

albicanol

D

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
With Alicyclobacillus acidocaldarius squalene-hopene cyclase; Triton X-100 at 60℃; for 16h; pH=6.0;A 8.7 mg
B 6.3 mg
C 4.7 mg
D 2.0 mg
((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate
53163-41-0

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

A

albicanol
54632-04-1

albicanol

B

(-)-drimenol
468-68-8

(-)-drimenol

C

(+)-[(4aS,8aS)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methanol
124377-31-7

(+)-[(4aS,8aS)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methanol

Conditions
ConditionsYield
Stage #1: ((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate With pyridine; trichlorophosphate at 20℃; for 2h;
Stage #2: With potassium hydroxide In methanol at 20℃; for 0.333333h; Title compound not separated from byproducts;
(1S,3aR,5aS,9aS,9bR)-1-hydroxy-dodecahydro-3a,6,6,9a,-tetramethylnaphtho-[2,1-b]furan-2-one
166406-74-2

(1S,3aR,5aS,9aS,9bR)-1-hydroxy-dodecahydro-3a,6,6,9a,-tetramethylnaphtho-[2,1-b]furan-2-one

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 30 percent / LiAlH4 / tetrahydrofuran / 4 h / 25 °C
2: 91 percent / LiAlH4 / tetrahydrofuran / 3 h
3: 90 percent / lead tetraacetate / benzene / 4 h / 25 °C
4: 97 percent / LiALH4 / diethyl ether / 1 h / 20 °C
5: 98 percent / imidazole / dimethylformamide / 2 h / 25 °C
6: 45 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 4 h / 25 °C
7: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / 25 °C
View Scheme
Multi-step reaction with 6 steps
1: 70 percent / LiAlH4 / tetrahydrofuran / 4 h / 25 °C
2: 90 percent / lead tetraacetate / benzene / 4 h / 25 °C
3: 97 percent / LiALH4 / diethyl ether / 1 h / 20 °C
4: 98 percent / imidazole / dimethylformamide / 2 h / 25 °C
5: 45 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 4 h / 25 °C
6: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / 25 °C
View Scheme
(3aR,5aS,9aS,9bR)-dodecahydro-3a,6,6,9a,-tetramethylnaphtho-[2,1-b]furan-1,2-diol
765950-72-9

(3aR,5aS,9aS,9bR)-dodecahydro-3a,6,6,9a,-tetramethylnaphtho-[2,1-b]furan-1,2-diol

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 91 percent / LiAlH4 / tetrahydrofuran / 3 h
2: 90 percent / lead tetraacetate / benzene / 4 h / 25 °C
3: 97 percent / LiALH4 / diethyl ether / 1 h / 20 °C
4: 98 percent / imidazole / dimethylformamide / 2 h / 25 °C
5: 45 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 4 h / 25 °C
6: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / 25 °C
View Scheme
(1R,2R,4aS,8aS)-(+)-2-hydroxy-1,2,3,4,4a,5,6,7,8,8a-decahydro-2,5,5,8a-tetramethyl-naphthalen-1-aldehyde
52618-00-5

(1R,2R,4aS,8aS)-(+)-2-hydroxy-1,2,3,4,4a,5,6,7,8,8a-decahydro-2,5,5,8a-tetramethyl-naphthalen-1-aldehyde

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 97 percent / LiALH4 / diethyl ether / 1 h / 20 °C
2: 98 percent / imidazole / dimethylformamide / 2 h / 25 °C
3: 45 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 4 h / 25 °C
4: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: tin(IV) chloride / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
2: sodium tetrahydroborate; methanol / 72 h / 0 - 20 °C / Inert atmosphere
View Scheme
(1S,2R,4aS,8aS)-1-(tert-butyldimethylsilyloxymethyl)-decahydro-2,5,5,8a-tetramethylnaphthalen-2-ol
157722-55-9

(1S,2R,4aS,8aS)-1-(tert-butyldimethylsilyloxymethyl)-decahydro-2,5,5,8a-tetramethylnaphthalen-2-ol

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 45 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 4 h / 25 °C
2: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / 25 °C
View Scheme
1-[1,2-dihydroxyethyl]-(1R,2R,4aS,8aS)-decahydro-2,5,5,8a-tetramethylnaphthalen-2-ol

1-[1,2-dihydroxyethyl]-(1R,2R,4aS,8aS)-decahydro-2,5,5,8a-tetramethylnaphthalen-2-ol

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / lead tetraacetate / benzene / 4 h / 25 °C
2: 97 percent / LiALH4 / diethyl ether / 1 h / 20 °C
3: 98 percent / imidazole / dimethylformamide / 2 h / 25 °C
4: 45 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 4 h / 25 °C
5: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / 25 °C
View Scheme
Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: LDA / tetrahydrofuran / 1 h / -78 °C
1.2: 65.6 percent / MoO5*pyridine*HMPA / tetrahydrofuran / 0.5 h / -78 °C
2.1: 30 percent / LiAlH4 / tetrahydrofuran / 4 h / 25 °C
3.1: 91 percent / LiAlH4 / tetrahydrofuran / 3 h
4.1: 90 percent / lead tetraacetate / benzene / 4 h / 25 °C
5.1: 97 percent / LiALH4 / diethyl ether / 1 h / 20 °C
6.1: 98 percent / imidazole / dimethylformamide / 2 h / 25 °C
7.1: 45 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 4 h / 25 °C
8.1: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / 25 °C
View Scheme
Multi-step reaction with 7 steps
1.1: LDA / tetrahydrofuran / 1 h / -78 °C
1.2: 65.6 percent / MoO5*pyridine*HMPA / tetrahydrofuran / 0.5 h / -78 °C
2.1: 70 percent / LiAlH4 / tetrahydrofuran / 4 h / 25 °C
3.1: 90 percent / lead tetraacetate / benzene / 4 h / 25 °C
4.1: 97 percent / LiALH4 / diethyl ether / 1 h / 20 °C
5.1: 98 percent / imidazole / dimethylformamide / 2 h / 25 °C
6.1: 45 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 4 h / 25 °C
7.1: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / 25 °C
View Scheme
Multi-step reaction with 3 steps
1.1: diethyl ether / -78 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.24 h / Reflux
2.2: 20 °C
3.1: toluene-4-sulfonic acid / dichloromethane / 0 - 17 °C
View Scheme
(+)-drim-9(11)-en-8α-ol
86546-84-1

(+)-drim-9(11)-en-8α-ol

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: BH3*THF complex / tetrahydrofuran / 12 h / 20 °C
1.2: 94 percent / aq. NaOH; aq. H2O2 / tetrahydrofuran; ethanol / 12 h / 20 °C
2.1: 92 percent / triphenylphosphine; diethyl azodicarboxylate / benzene / 1 h / 20 °C
View Scheme
Acetic acid (1R,2R,4aS,8aS)-1-iodomethyl-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-yl ester
316803-64-2

Acetic acid (1R,2R,4aS,8aS)-1-iodomethyl-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-yl ester

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: t-BuOK; t-butyl methyl ether / dimethylsulfoxide / 1 h / 20 °C
1.2: 85 percent / H2O / dimethylsulfoxide / 5 h / 20 °C
2.1: BH3*THF complex / tetrahydrofuran / 12 h / 20 °C
2.2: 94 percent / aq. NaOH; aq. H2O2 / tetrahydrofuran; ethanol / 12 h / 20 °C
3.1: 92 percent / triphenylphosphine; diethyl azodicarboxylate / benzene / 1 h / 20 °C
View Scheme
(1S,3R,4R,4aS,8aS)-3-(Acetyloxy)-4-formyl-3,4a,8,8-tetramethyldecahydronaphthalen-1-yl acetate
326795-16-8

(1S,3R,4R,4aS,8aS)-3-(Acetyloxy)-4-formyl-3,4a,8,8-tetramethyldecahydronaphthalen-1-yl acetate

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 77 percent / 2,4,6-collidine / 1.5 h / 200 °C
2: 89 percent / NaBH4 / ethanol / 2.25 h / -8 - 20 °C
View Scheme
(1S,3R,4R,8aS)-3-(Acetyloxy)-4-{(E/Z)-2-[[tert-butyl(dimethyl)silyl]oxy]ethenyl}-3,4a,8,8-tetramethyldecahydronaphthalen-1-yl acetate

(1S,3R,4R,8aS)-3-(Acetyloxy)-4-{(E/Z)-2-[[tert-butyl(dimethyl)silyl]oxy]ethenyl}-3,4a,8,8-tetramethyldecahydronaphthalen-1-yl acetate

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: O3; O2 / CH2Cl2; methanol / 0.17 h / -78 °C
1.2: 78 percent / Me2S / CH2Cl2; methanol / 20 °C
2.1: 77 percent / 2,4,6-collidine / 1.5 h / 200 °C
3.1: 89 percent / NaBH4 / ethanol / 2.25 h / -8 - 20 °C
View Scheme
Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / CH2Cl2 / 1 h / Ambient temperature
2: Ba(OH)2 / methanol; CH2Cl2 / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 43 percent / pyridine / 3 h / 20 °C
2: 88 percent / barium hydroxide / methanol / 2.5 h / 20 °C
View Scheme
(E,E)-3,11-dimethylundeca-2,6,10-trien-1-ol
64317-78-8

(E,E)-3,11-dimethylundeca-2,6,10-trien-1-ol

(-)-drimenol
468-68-8

(-)-drimenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 56 percent / fluorosulfonic acid / various solvent(s) / 1 h / -78 °C
2: pyridine / CH2Cl2 / 1 h / Ambient temperature
3: Ba(OH)2 / methanol; CH2Cl2 / 2 h / Ambient temperature
View Scheme
(-)-drimenol
468-68-8

(-)-drimenol

(1S,4aS,8aS)-1,4,4a,5,6,7,8,8a-octahydro-2,5,58a-tetramethylnaphtahelene-1-carboxaldehyde
105426-71-9

(1S,4aS,8aS)-1,4,4a,5,6,7,8,8a-octahydro-2,5,58a-tetramethylnaphtahelene-1-carboxaldehyde

Conditions
ConditionsYield
Stage #1: (-)-drimenol With phosphorus pentoxide; dimethyl sulfoxide In dichloromethane at 20℃; for 0.666667h; Cooling with ice;
Stage #2: With triethylamine In dichloromethane at 20℃; for 0.666667h;
99%
With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h; Dess-Martin Oxidation;98%
With phosphorus pentoxide; dimethyl sulfoxide at 20℃;95%
(-)-drimenol
468-68-8

(-)-drimenol

acetic anhydride
108-24-7

acetic anhydride

((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl acetate
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
In pyridine98%
With pyridine97%
95%
With dmap In dichloromethane at 20℃; for 2h;95%
(-)-drimenol
468-68-8

(-)-drimenol

AcX

AcX

((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl acetate
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
97%
(-)-drimenol
468-68-8

(-)-drimenol

(-)-7α,8α,11-trihydroxydrimane
92464-53-4

(-)-7α,8α,11-trihydroxydrimane

Conditions
ConditionsYield
With methanesulfonamide; AD-mix-β In water; tert-butyl alcohol at 20℃;94%
Multi-step reaction with 3 steps
1: 97 percent / pyridine
2: 57.2 percent / N-methylmorpholine-N-oxide, OsO4 / H2O; acetone; 2-methyl-propan-2-ol / 192 h
3: 99 percent / KOH / methanol / Ambient temperature
View Scheme
(-)-drimenol
468-68-8

(-)-drimenol

drimane-7β,8β,11-triol

drimane-7β,8β,11-triol

Conditions
ConditionsYield
With methanesulfonamide; AD-mix-α In water; tert-butyl alcohol at 20℃;92%
(-)-drimenol
468-68-8

(-)-drimenol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

((1S,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl methanesulfonate
112853-87-9

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

Conditions
ConditionsYield
With pyridine for 40h; Ambient temperature;90%
With N,N,N,N,-tetramethylethylenediamine In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere;
(-)-drimenol
468-68-8

(-)-drimenol

A

(+)-[(1S,2S,8aS)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methanol
33762-81-1

(+)-[(1S,2S,8aS)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methanol

B

[(1S,2R,4aS,8aS)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methanol
510-98-5

[(1S,2R,4aS,8aS)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methanol

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen In ethyl acetate at 0℃; for 0.5h;A 90%
B 8%
With Crabtree's catalyst; hydrogen In dichloromethane at 0 - 20℃; under 760.051 Torr; for 2h; stereoselective reaction;A 9%
B 89%
With Crabtree's catalyst; hydrogen In dichloromethane at 0℃; under 760.051 Torr; for 2h;A 9%
B 89%
With palladium on activated charcoal; hydrogen Overall yield = 85 %;A n/a
B n/a
(-)-drimenol
468-68-8

(-)-drimenol

(+)-[(1S,2S,8aS)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methanol
33762-81-1

(+)-[(1S,2S,8aS)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methanol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In dichloromethane for 4h;75%
With palladium on activated charcoal; hydrogen at 20℃; for 12h; Inert atmosphere;75%
(-)-drimenol
468-68-8

(-)-drimenol

(-)-(8aS)-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one
51020-10-1

(-)-(8aS)-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane60%
With potassium dichromate; sulfuric acid
Multi-step reaction with 2 steps
1: (i) H2, PtO2, AcOEt, (ii) CrO3, aq. AcOH, KHSO4, (iii) Pb(OAc)4, Cu(OAc)2, Py, benzene
2: CrO3, AcOH
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; palladium on activated charcoal / 12 h / 20 °C / Inert atmosphere
2: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C / Inert atmosphere
View Scheme
(-)-drimenol
468-68-8

(-)-drimenol

3β,11-dihydroxydrimene
124987-04-8

3β,11-dihydroxydrimene

Conditions
ConditionsYield
for 29h; Rhizopus arrhizus;60%
With Rhizopus arrhizus for 29h;60%
(-)-drimenol
468-68-8

(-)-drimenol

A

drimane-7β,8β,11-triol

drimane-7β,8β,11-triol

B

(-)-7α,8α,11-trihydroxydrimane
92464-53-4

(-)-7α,8α,11-trihydroxydrimane

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 0 - 20℃;A 24%
B 58%
(-)-drimenol
468-68-8

(-)-drimenol

(4aS,5S,8aS)-5-(azidomethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydronaphthalene

(4aS,5S,8aS)-5-(azidomethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydronaphthalene

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine In toluene at 0 - 20℃; for 3h; Mitsunobu Displacement; Inert atmosphere;58%
(-)-drimenol
468-68-8

(-)-drimenol

(-)-(4aS,8aS)-2,5,5,8a-tetramethyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one
25487-94-9

(-)-(4aS,8aS)-2,5,5,8a-tetramethyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one

Conditions
ConditionsYield
With Jones reagent at 0℃; for 1h;55%
(-)-drimenol
468-68-8

(-)-drimenol

A

3β,11-dihydroxydrimene
124987-04-8

3β,11-dihydroxydrimene

B

[(1aS,2S,2aS,6aS,7aR)-1a,2a,6,6-tetramethyldecahydronaphtho[2,3-b]oxiren-2-yl]methanol
55732-96-2

[(1aS,2S,2aS,6aS,7aR)-1a,2a,6,6-tetramethyldecahydronaphtho[2,3-b]oxiren-2-yl]methanol

C

6α-hydroxy drimenol

6α-hydroxy drimenol

Conditions
ConditionsYield
for 28h; Mucor plumbeus;A 7%
B 3%
C 50%
(-)-drimenol
468-68-8

(-)-drimenol

A

1,1,5,6-tetramethyl-1,2,3,4-tetrahydronaphthalene
31197-54-3

1,1,5,6-tetramethyl-1,2,3,4-tetrahydronaphthalene

B

1,1,5,6,8-pentamethyl-1,2,3,4-tetrahydronaphthalene

1,1,5,6,8-pentamethyl-1,2,3,4-tetrahydronaphthalene

C

1-(2',3',6'-trimethylphenyl)-4-methylpent-3-ene

1-(2',3',6'-trimethylphenyl)-4-methylpent-3-ene

Conditions
ConditionsYield
With iodine In toluene for 5h; Concentration; Solvent; Reagent/catalyst; Reflux;A 25%
B 46%
C 24%
With iodine In 5,5-dimethyl-1,3-cyclohexadiene for 0.7h; Reagent/catalyst; Concentration; Solvent; Reflux;A 43%
B 28%
C 29%
ethanol
64-17-5

ethanol

(-)-drimenol
468-68-8

(-)-drimenol

A

7α-ethoxydrim-8-en-11-ol

7α-ethoxydrim-8-en-11-ol

B

drimendiol
34437-62-2

drimendiol

C

drim-7-ene-9α,11-diol
149286-42-0

drim-7-ene-9α,11-diol

Conditions
ConditionsYield
With selenium(IV) oxide for 5h; Heating;A 8%
B 35%
C 44%

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