Levopimaradiene

Base Information

• Chemical Name: Levopimaradiene
• CAS No.: 122712-77-0
• Molecular Formula: C20H32
• Molecular Weight: 272.474
• DSSTox Substance ID: DTXSID90332100
• Nikkaji Number: J1.551.927D
• Wikidata: Q27110181
• Metabolomics Workbench ID: 28513
• Mol file: 122712-77-0.mol

Synonyms:Levopimaradiene;abieta-8(14),12-diene;122712-77-0;(4aS,4bS,10aS)-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,4b,5,9,10,10a-octahydrophenanthrene;ent-abieta-8(14),12-diene;CHEBI:29616;DTXSID90332100;LMPR0104050007;Q27110181;(4aS,4bS,10aS)-7-Isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene;Phenanthrene, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS,4bS,10aS)-;Phenanthrene, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,1,4a-trimethyl-7-(1-methylethyl)-, [4aS-(4a.alpha.,4b.beta.,10a.beta.)]-

Chemical Property of Levopimaradiene

Chemical Property:

• Vapor Pressure: 8.36E-05mmHg at 25°C
• Boiling Point: 351.4°Cat760mmHg
• Flash Point: 157.6°C
• Density: 0.93g/cm³
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 272.250401021
• Heavy Atom Count: 20
• Complexity: 449

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CCC2C(=C1)CCC3C2(CCCC3(C)C)C
• Isomeric SMILES: CC(C)C1=CC[C@H]2C(=C1)CC[C@@H]3[C@@]2(CCCC3(C)C)C

Technology Process of Levopimaradiene

There total 4 articles about Levopimaradiene 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:

levopimaradien-18-yl tosylate (366448-81-9) → levopimaradiene (122712-77-0)

Guidance literature:

With sodium iodide; zinc; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 105 ℃; for 24h;

DOI:10.1016/S0040-4020(01)00605-6

Reference yield:

18-(phenylthio)levopimaradiene → (4aS,10aS)-7-isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene (35241-40-8) + levopimaradiene (122712-77-0)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)00605-6

Reference yield:

(+)-rimuene (1686-67-5) → levopimaradiene (122712-77-0) + (10S)-phylloclad-15-ene (511-85-3,5947-50-2,13850-18-5,36627-98-2)

Guidance literature:

With formic acid;

DOI:10.1016/S0040-4039(01)82734-9

upstream raw materials:

formic acid

(+)-rimuene

levopimaradien-18-yl tosylate