(-)-Berbine

Base Information

• Chemical Name: (-)-Berbine
• CAS No.: 131-10-2
• Molecular Formula: C₁₇H₁₇N
• Molecular Weight: 235.329
• Hs Code.: 2933990090
• UNII: 22VG5G3C6L
• DSSTox Substance ID: DTXSID401021273
• Nikkaji Number: J356.631E
• Wikidata: Q27104766
• Metabolomics Workbench ID: 52544
• Mol file: 131-10-2.mol

Synonyms:(-)-Berbine;131-10-2;alpha-berbine;(S)-Tetrahydroprotoberberine;UNII-22VG5G3C6L;22VG5G3C6L;(13aS)-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline;(S)-7,8,13,14-Tetrahydroprotoberberine;6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-, (S)-;(S)-6,8,13,13a-Tetrahydro-5H-isoquinolino[3,2-a]isoquinoline;13aalpha-berbine;BERBINE, (-)-;SCHEMBL20249965;CHEBI:50400;DTXSID401021273;(-)-TETRAHYDROPROTOBERBERINE;AKOS015896712;C05204;Q27104766;(S)-5,8,13,13a-tetrahydro-6H-dibenzo[a,g]quinolizine;6H-DIBENZO(A,G)QUINOLIZINE, 5,8,13,13A-TETRAHYDRO-, (13AS)-

Chemical Property of (-)-Berbine

Chemical Property:

• Vapor Pressure: 3.41E-05mmHg at 25°C
• Melting Point: 85-86 ºC
• Refractive Index: 1.662
• Boiling Point: 354.2 °C at 760 mmHg
• Flash Point: 151.8 °C
• PSA: 3.24000
• Density: 1.17 g/cm³
• LogP: 3.28000
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 235.136099547
• Heavy Atom Count: 18
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CC3=CC=CC=C3CC2C4=CC=CC=C41
• Isomeric SMILES: C1CN2CC3=CC=CC=C3C[C@H]2C4=CC=CC=C41

Technology Process of (-)-Berbine

There total 2 articles about (-)-Berbine 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:

formic acid (64-18-6) + (-)-1-benzyl-1,2,3,4-tetrahydro-isoquinoline (19716-56-4,46808-99-5,57680-86-1,57680-87-2) → (-)-berbine (131-10-2,483-49-8,41173-75-5,107538-84-1)

Guidance literature:

Erhitzen des Reaktionsgemisches mit Phosphor(V)-oxid und Tetralin und Erwaermen des danach isolierten Reaktionsprodukts mit konz. wss. Salzsaeure und Zink_.;

Reference yield:

→ 5.6.13.13a-Tetrahydro-8H-dibenzochinolin (131-10-2)

Guidance literature:

Alkohol V, 1)p-TsOH 2)Pd;

upstream raw materials:

formic acid

(-)-1-benzyl-1,2,3,4-tetrahydro-isoquinoline