Nornuciferine

Base Information

• Chemical Name: Nornuciferine
• CAS No.: 54750-04-8
• Molecular Formula: C₁₈H₁₉NO₂
• Molecular Weight: 281.354
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40203210
• Nikkaji Number: J1.223.134B
• Wikidata: Q76003164
• Metabolomics Workbench ID: 130882
• ChEMBL ID: CHEMBL325416
• Mol file: 54750-04-8.mol

Synonyms:nornuciferine;nornuciferine hydrochloride, (R)-isomer;nornuciferine, (R)-isomer

Chemical Property of Nornuciferine

Chemical Property:

• Vapor Pressure: 3.65E-08mmHg at 25°C
• Melting Point: 128 - 129 °C
• Boiling Point: 446.4°C at 760 mmHg
• Flash Point: 182.8°C
• PSA: 30.49000
• Density: 1.163g/cm³
• LogP: 3.44250
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 281.141578849
• Heavy Atom Count: 21
• Complexity: 374

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C3C(CC4=CC=CC=C42)NCCC3=C1)OC
• Isomeric SMILES: COC1=C(C2=C3[C@H](CC4=CC=CC=C42)NCCC3=C1)OC

Technology Process of Nornuciferine

There total 24 articles about Nornuciferine 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: 100.0%

2,2,2-trifluoro-1-(1,2-dimethoxy-6a,7-dihydro-4H-dibenzo-[de,g]quinolin-6(5H)-yl)ethanone → nornuciferine (54750-04-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01634

Reference yield: 96.0%

benzyl 1,2-dimethoxy-4,5,6a,7-tetrahydro-6H-dibenzo[de,g]-quinoline-6-carboxylate → nornuciferine (54750-04-8)

Guidance literature:

With methanol; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 95.0%

C23H25NO4 → nornuciferine (54750-04-8)

Guidance literature:

With trifluoroacetic acid; In methanol; at 50 ℃;

DOI:10.1002/anie.201710271

upstream raw materials:

nuciferine

4H-1,2-dimethoxy-5,6-dihydrodibenzo[de,g]quinoline

2-(3,4-dimethoxyphenyl)-ethylamine

1,2-dimethoxy-5,6,7a,8,9,10,11,11a-octahydro-4H-dibenzo(de,g) quinoline

Downstream raw materials:

dehydronuciferine

caaverine

R-(-)-nuciferine

N-benzoyl nornuciferine