(4aS,10aS)-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene

Base Information

Chemical Name:(4aS,10aS)-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene
CAS No.:64199-80-0
Molecular Formula:C₂₁H₃₂O
Molecular Weight:300.484
Hs Code.:
DSSTox Substance ID:DTXSID601113185
Nikkaji Number:J144.078K
Wikidata:Q105162827
ChEMBL ID:CHEMBL226233

Synonyms:O-methyl ferruginol;10064-26-3;(4aS,10aS)-1,1,4a-Trimethyl-6-methoxy-7-isopropyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene;(4aS,10aS)-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene;Podocarpa-8,11,13-triene, 13-isopropyl-12-methoxy-;(+)-Ferruginyl methyl ether;CHEMBL226233;DTXSID601113185;Phenanthrene, 1,2,3,4,4a,9,10,10a-octahydro-6-methoxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS-trans)-;13-Methoxytotara-8,11,13-triene;(4aS,10aS)-7-isopropyl-6-methoxy-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene;64199-80-0;rel-(4aR,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-6-methoxy-1,1,4a-trimethyl-7-(1-methylethyl)phenanthrene

Suppliers and Price of (4aS,10aS)-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4aS,10aS)-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene

Chemical Property:

XLogP3:7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:300.245315640
Heavy Atom Count:22
Complexity:399

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)C1=C(C=C2C(=C1)CCC3C2(CCCC3(C)C)C)OC
Isomeric SMILES:CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCCC3(C)C)C)OC

Technology Process of (4aS,10aS)-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene

There total 2 articles about (4aS,10aS)-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene 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:

Reference yield:

: 5389-87-7
1-chloro-3,7-dimethylocta-2,6-diene

: 10064-26-3,64199-80-0,64998-39-6,70051-26-2,94669-27-9,113059-71-5,113349-89-6
(+/-)-ferruginyl methyl ether

Guidance literature:: Multi-step reaction with 9 steps

1.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 89 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 68 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

3.1: 65.2 percent / BF₃*OEt₂ / nitromethane / 4 h / 20 °C

4.1: aq. KOH / ethanol / 10 h / Heating

5.1: 42 percent / Pb(OAc)4; Cu(OAc)2 / pyridine / 6 h / 150 °C

6.1: 85 percent / H₂ / 5percent Pd/C / ethyl acetate / 16 h / 20 °C

7.1: 87 percent / AlCl₃ / CH₂Cl₂ / 1.5 h / 20 °C

8.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

8.2: 47 percent / tetrahydrofuran; hexane / 1 h / 0 °C

9.1: H₂ / 5percent Pd/C / ethyl acetate / 16 h / 20 °C

With lead(IV) acetate; dmap; potassium hydroxide; n-butyllithium; aluminium trichloride; copper diacetate; boron trifluoride diethyl etherate; hydrogen; dicyclohexyl-carbodiimide; lithium diisopropyl amide; 5percent Pd/C; In tetrahydrofuran; pyridine; nitromethane; ethanol; hexane; dichloromethane; ethyl acetate; 1.1: Metallation / 1.2: Alkylation / 2.1: Esterification / 3.1: Cyclization / 4.1: Hydrolysis / 5.1: Decarboxylation / 6.1: Hydrogenation / 7.1: Acetylation / 8.1: Metallation / 8.2: Condensation / 9.1: Hydrogenation;
DOI:10.1039/b003497p

Reference yield:

: 4698-08-2
(E)-geranic acid

: 64199-80-0,64998-39-6,70051-26-2,94669-27-9,113059-71-5,113349-89-6,10064-26-3
O-methyl ferruginol

Guidance literature:: Multi-step reaction with 11 steps

1.1: H₃PO₄ / toluene / 2 h / 100 °C

1.2: (-)-α-methylbenzylamine

2.1: 90 percent / K₂CO₃ / acetone / 3 h / 20 °C

3.1: 90 percent / LiAlH₄ / diethyl ether / 1 h / -10 °C

4.1: 75 percent / 4A molecular sieves; NaOAc; PCC / CH₂Cl₂ / 1 h / -10 °C

5.1: n-BuLi / hexane / 1 h / 20 °C

5.2: 60 percent / hexane / 4 h

6.1: 95 percent / H₂ / 10 percent Pd/C / ethanol / 20 °C

7.1: 85 percent / BF₃*Et₂O / CH₂Cl₂

8.1: 95 percent / AlCl₃ / CH₂Cl₂ / -5 °C

9.1: 95 percent / THF / 4 h / 0 °C

10.1: 90 percent / p-toluenesulfonic acid / benzene / 0.5 h / Heating

11.1: 95 percent / H₂ / 5 percent Pd/C / ethanol / 20 °C

With tetrahydrofuran; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; phosphoric acid; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium on activated charcoal; In diethyl ether; ethanol; hexane; dichloromethane; acetone; toluene; benzene; 1.1: Cyclization / 1.2: racemate resolution / 2.1: Methylation / 3.1: Reduction / 4.1: Oxidation / 5.1: Metallation / 5.2: Condensation / 6.1: Catalytic hydrogenation / 7.1: Cyclization / 8.1: Acetylation / 9.1: Addition / 10.1: Dehydration / 11.1: Catalytic hydrogenation;