Levonantradol

Base Information

• Chemical Name: Levonantradol
• CAS No.: 71048-87-8
• Molecular Formula: C₂₇H₃₅NO₄
• Molecular Weight: 437.579
• UNII: 03S640ADSK
• DSSTox Substance ID: DTXSID80221271
• Nikkaji Number: J18.998G
• Wikipedia: Levonantradol
• Wikidata: Q2073800
• NCI Thesaurus Code: C1385
• ChEMBL ID: CHEMBL2111116
• Mol file: 71048-87-8.mol

Synonyms:levonantradol;nantradol;nantradol hydrochloride;nantradol hydrochloride (6S-(3(S*), 6alpha,6aalpha,9alpha,10abeta))-isomer;nantradol hydrochloride, (3(R*),6alpha,6aalpha,9alpha,10abeta)-(+)-isomer;nantradol, ((3(R*),6alpha,6aalpha,9alpha,10abeta)-(+-))-isomer;nantradol, ((3(S*),6alpha,6aalpha,9alpha,10abeta)-(+-))-isomer;nantradol, (6R-(3(S*),6alpha,6aalpha,9alpha,10abeta))-isomer;nantradol, (6S-(3(S*),6alpha,6aalpha,9alpha,10abeta))-isomer

Chemical Property of Levonantradol

Chemical Property:

• Vapor Pressure: 7.57E-15mmHg at 25°C
• Boiling Point: 591.7°C at 760 mmHg
• Flash Point: 311.7°C
• PSA: 67.79000
• Density: 1.122g/cm³
• LogP: 5.59870
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 437.25660860
• Heavy Atom Count: 32
• Complexity: 607

Purity/Quality:

99% ^*data from raw suppliers

LEVONANTRADOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2CCC(CC2C3=C(N1)C=C(C=C3OC(=O)C)OC(C)CCCC4=CC=CC=C4)O
• Isomeric SMILES: C[C@H]1[C@@H]2CC[C@H](C[C@H]2C3=C(N1)C=C(C=C3OC(=O)C)O[C@H](C)CCCC4=CC=CC=C4)O
• Uses: Analgesic.

Technology Process of Levonantradol

There total 7 articles about Levonantradol 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:

Acetic acid (6S,6aR,10aR)-6-methyl-3-(1-methyl-4-phenyl-butoxy)-9-oxo-5,6,6a,7,8,9,10,10a-octahydro-phenanthridin-1-yl ester (65511-34-4,78779-21-2,78779-22-3,78779-23-4,78779-24-5) → nantradol (65511-41-3,71048-87-8,72028-54-7,74430-95-8,74430-96-9,74430-97-0,78513-67-4,78513-68-5,78779-17-6,78779-18-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃;

DOI:10.1002/jhet.5570170841

Reference yield:

→ nantradol (65511-41-3,71048-87-8,72028-54-7,74430-95-8,74430-96-9,74430-97-0,78513-67-4,78513-68-5,78779-17-6,78779-18-7)

Guidance literature:

entspr. 'Chinolinon', NaBH4, NH4Cl;

Reference yield:

→ Acetic acid (6R,10aR)-9-hydroxy-6-methyl-3-(1-methyl-4-phenyl-butoxy)-5,6,6a,7,8,9,10,10a-octahydro-phenanthridin-1-yl ester (65511-41-3,71048-87-8,72028-54-7,74430-95-8,74430-96-9,74430-97-0,78513-67-4,78513-68-5,78779-17-6,78779-18-7)

Guidance literature:

entspr. 'Benzochinolinon', NaBH4, HOAc;

upstream raw materials:

Acetic acid (6S,6aR,10aR)-6-methyl-3-(1-methyl-4-phenyl-butoxy)-9-oxo-5,6,6a,7,8,9,10,10a-octahydro-phenanthridin-1-yl ester

Refernces