Geissoschizoline

Base Information

• Chemical Name: Geissoschizoline
• CAS No.: 18397-07-4
• Molecular Formula: C19H26N2O
• Molecular Weight: 298.428
• European Community (EC) Number: 242-275-1
• UNII: 7Z86790OMA
• DSSTox Substance ID: DTXSID00939780
• Wikidata: Q27106705
• ChEMBL ID: CHEMBL457154
• Mol file: 18397-07-4.mol

Synonyms:Geissoschizoline;Pereirine;18397-07-4;UNII-7Z86790OMA;7Z86790OMA;EINECS 242-275-1;(16alpha)-curan-17-ol;CHEBI:5283;Curan-17-ol, (16.alpha.)-;Pereirin;[(1S,9S,10S,11S,12S,17S)-12-ethyl-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-10-yl]methanol;C09197;Curan-17-ol;GEISSOSCHIZOLIN;GEISSOSCHIZOLINE [MI];(16-alpha)-Curan-17-ol;CHEMBL457154;DTXSID00939780;HY-N10429;CS-0529210;Q27106705

Chemical Property of Geissoschizoline

Chemical Property:

• Vapor Pressure: 1.49E-09mmHg at 25°C
• Boiling Point: 467.8°Cat760mmHg
• Flash Point: 236.7°C
• Density: 1.23g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 298.204513457
• Heavy Atom Count: 22
• Complexity: 455

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CN2CCC34C2CC1C(C3NC5=CC=CC=C45)CO
• Isomeric SMILES: CC[C@@H]1CN2CC[C@@]34[C@@H]2C[C@@H]1[C@@H]([C@@H]3NC5=CC=CC=C45)CO

Technology Process of Geissoschizoline

There total 13 articles about Geissoschizoline 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: 80.0%

curan-17-oic acid methyl ester (7267-97-2) → (+)-geissoschizoline (18397-07-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 13h; Inert atmosphere;

DOI:10.1002/anie.201505198

Reference yield: 74.0%

geissolosimine → 17-oxo-sarpagane + (+)-geissoschizoline (18397-07-4)

Guidance literature:

With hydrogenchloride; In water; for 0.5h;

DOI:10.1002/ejoc.201500041

Reference yield:

→ (+)-geissoschizoline (18397-07-4)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

curan-17-oic acid methyl ester

C₁₆H₁₈N₂O₂

(-)-akuammicine

(-)-19,20-dihydroakuammicine

Downstream raw materials:

(-)-leucoridine C