(+/-)-Tylophorine

Base Information

• Chemical Name: (+/-)-Tylophorine
• CAS No.: 25908-92-3
• Molecular Formula: C₂₄H₂₇NO₄
• Molecular Weight: 393.483
• UNII: 279QJO8N7H
• ChEMBL ID: CHEMBL493620
• Metabolomics Workbench ID: 67998
• Nikkaji Number: J5.786J
• Wikidata: Q27254190
• Mol file: 25908-92-3.mol

Synonyms:(+/-)-Tylophorine;Tylophorine, (+/-)-;Tylophorine DL-form [MI];UNII-279QJO8N7H;279QJO8N7H;25908-92-3;Dibenzo(f,H)pyrrolo(1,2-b)isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,6,7-tetramethoxy-;(13Ars)-9,11,12,13,13a,14-hexahydro-2,3,6,7-tetramethoxydibenzo(f,H)pyrrolo(1,2-b)isoquinoline;2,3,6,7-tetramethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine;(+)-Tylophorine;(S)-9,11,12,13,13a,14-Hexahydro-2,3,6,7-tetramethoxydibenzo(f,h)pyrrol o(1,2-b)isoquinoline;DL-tylophorine;tylophorine(8ci);(13aS)-2,3,6,7-tetramethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine;SCHEMBL523626;CHEMBL493620;FT-0675710;Q27254190

Chemical Property of (+/-)-Tylophorine

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 393.19400834
• Heavy Atom Count: 29
• Complexity: 573

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C3=C(CN4CCCC4C3)C5=CC(=C(C=C52)OC)OC)OC

Technology Process of (+/-)-Tylophorine

There total 78 articles about (+/-)-Tylophorine 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: 85.0%

C24H25NO6 → (R)-tylophorine (482-20-2,25908-92-3,101984-34-3,111408-21-0)

Guidance literature:

C₂₄H₂₅NO₆; With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; for 21h;

With lithium aluminium tetrahydride; In dichloromethane; at 0 ℃; for 1h; Reflux;

DOI:10.1016/j.tet.2013.02.014

Reference yield: 70.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + C24H27NO5 → (R)-tylophorine (482-20-2,25908-92-3,101984-34-3,111408-21-0)

Guidance literature:

C₂₄H₂₇NO₅; With hydrogenchloride; In ethanol; at 80 ℃; for 24h;

formaldehyd; With hydrogenchloride; In ethanol; water; at 80 ℃; for 48h;

DOI:10.1016/j.tetlet.2018.04.052

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (R)-(-)-tert-butyl-2-[(2,3,6,7-tetramethoxyphenanthrene-9-yl)methyl]pyrrolidine-1-carboxylate → (R)-tylophorine (482-20-2,25908-92-3,101984-34-3,111408-21-0) + (S)-(+)-tylophorine (482-20-2)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 14h; Overall yield = 95 %; Overall yield = 14.7 mg; Darkness; Reflux;

DOI:10.1055/s-0034-1380430

upstream raw materials:

(+/-)-6,7-di(3,4-dimethoxyphenyl)-1,2,3,5,8,8a-hexahydro-indolizine

(-)-tylophorin-9-one

diazomethane

septicine

Downstream raw materials:

C₁₀H₁₀O₄*C₂₄H₂₇NO₄

C₆H₃N₃O₇*C₂₄H₂₇NO₄

tylophorine benzoate

tylophorine 5-sulfosalicylate