6-Hydroxy-1,1,4A-trimethyl-7-(propan-2-YL)-1,2,3,4,4A,9,10,10A-octahydrophenanthren-9-one

Base Information

• Chemical Name: 6-Hydroxy-1,1,4A-trimethyl-7-(propan-2-YL)-1,2,3,4,4A,9,10,10A-octahydrophenanthren-9-one
• CAS No.: 511-05-7
• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.441
• NSC Number: 122421
• Wikidata: Q72509102
• Metabolomics Workbench ID: 47388
• Mol file: 511-05-7.mol

Synonyms:NSC122421;6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one;6-HYDROXY-1,1,4A-TRIMETHYL-7-(PROPAN-2-YL)-1,2,3,4,4A,9,10,10A-OCTAHYDROPHENANTHREN-9-ONE;(+)-Sugiol;7-Oxoferruginol;Isomicropinic acid;Podocarpa-8,11,13-trien-7-one, 12-hydroxy-13-isopropyl-;IPEHJNRNYPOFII-UHFFFAOYSA-N;9(1H)-Phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS-trans)-;AKOS032948922;NSC-122421;12-Hydroxyabieta-8,11,13-trien-7-one #;Podocarpa-8,13-trien-7-one, 12-hydroxy-13-isopropyl-;12-Hydroxy-13-isopropyl-Podocarpa-8,11,13-trien-7-one;9(1H)-Phenanthrenone,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS-trans)-

Chemical Property of 6-Hydroxy-1,1,4A-trimethyl-7-(propan-2-YL)-1,2,3,4,4A,9,10,10A-octahydrophenanthren-9-one

Chemical Property:

• Vapor Pressure: 2.98E-08mmHg at 25°C
• Melting Point: 290-292 °C (decomp)
• Boiling Point: 437.2°Cat760mmHg
• PKA: 8.71±0.60(Predicted)
• Flash Point: 186.4°C
• PSA: 37.30000
• Density: 1.049g/cm³
• LogP: 5.18600
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 300.208930132
• Heavy Atom Count: 22
• Complexity: 453

Purity/Quality:

98% ^*data from raw suppliers

Sugiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C=C2C(=C1)C(=O)CC3C2(CCCC3(C)C)C)O

Technology Process of 6-Hydroxy-1,1,4A-trimethyl-7-(propan-2-YL)-1,2,3,4,4A,9,10,10A-octahydrophenanthren-9-one

There total 45 articles about 6-Hydroxy-1,1,4A-trimethyl-7-(propan-2-YL)-1,2,3,4,4A,9,10,10A-octahydrophenanthren-9-one 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: 98.7%

sugiol methylether (901-41-7) → (+)-sugiol (511-05-7)

Guidance literature:

With sodium hydride; ethanethiol; In N,N-dimethyl-formamide; at 120 ℃; for 3h;

DOI:10.1016/S0968-0896(00)00253-4

Reference yield: 98.0%

(+/-)-sugiol methyl ether (901-41-7,64199-82-2,94669-36-0,113492-67-4,143955-51-5) → sugiol (511-05-7,10219-81-5,112989-13-6)

Guidance literature:

With sodium hydride; ethanethiol; In N,N-dimethyl-formamide; for 4h; Heating;

DOI:10.1016/S0040-4020(03)00883-4

Reference yield: 96.0%

12-O-acetylsugiol (2162-53-0) → (+)-sugiol (511-05-7)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 0.75h;

DOI:10.1016/j.tet.2010.07.066

upstream raw materials:

(1R,4aS,10aR)-1-[1,3]Dithiolan-2-yl-6-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one

sugiol methylether

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

(4aS,9R,10aS)-7-Isopropyl-6-methoxy-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-9-carboxylic acid

Downstream raw materials:

ferruginol

(+/-)-ferruginol

5,6-dehydrosugiol