Tubifolidine

Base Information

• Chemical Name: Tubifolidine
• CAS No.: 6883-33-6
• Molecular Formula: C18H24N2
• Molecular Weight: 268.4
• DSSTox Substance ID: DTXSID60988532
• Mol file: 6883-33-6.mol

Synonyms:Tubifolidine;17-Norcuran;6883-33-6;DTXSID60988532;12-Ethyl-1,2,3a,4,5,6,6a,7-octahydro-3,5-ethanopyrrolo[2,3-d]carbazole

Chemical Property of Tubifolidine

Chemical Property:

• Melting Point: l76-7°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 268.193948774
• Heavy Atom Count: 20
• Complexity: 408

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CN2CCC34C2CC1CC3NC5=CC=CC=C45
• Isomeric SMILES: CC[C@@H]1CN2CC[C@@]34[C@@H]2C[C@@H]1C[C@@H]3NC5=CC=CC=C45
• Description: The leaves of Pleiocarpa pycnantha (K. Schum) Stapf. var. tubicina (Stapf.) Pichon contain this alkaloid which crystallizes as colourless prisms from either aqueous Me2CO or Et2O-pentane. It has[α]23D- 67° (c 0.61, CHCI3 ) and gives an ultraviolet spectrum having absorption maxima at 207,244 and 298 Mu. The N-formyl derivative yields long, transparent prisms, m.p. l48-9°C. The above structure has been confirmed by the synthesis of the optically inactive base.

Technology Process of Tubifolidine

There total 43 articles about Tubifolidine 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: 90.0%

(-)-tubifoline (2912-06-3) → (-)-tubifolidine (6883-33-6)

Guidance literature:

(-)-tubifoline; With titanium tetrachloride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 0.0833333h;

With sodium cyanoborohydride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 1h;

DOI:10.1002/anie.201800567

Reference yield: 67.0%

C18H22N2 → (-)-tubifolidine (6883-33-6)

Guidance literature:

With Wilkinson's catalyst; hydrogen; In isopropyl alcohol; benzene; at 20 ℃; for 36h; under 760.051 Torr;

DOI:10.1016/j.molstruc.2021.130978

Reference yield: 60.0%

dl-tubifoline (2912-06-3,20823-97-6) → dl-tubifolidine (6883-33-6,20823-98-7,117020-72-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h;

DOI:10.1016/S0040-4020(01)88604-X

upstream raw materials:

(-)-tubifoline

(-)-7-(2-nitrophenyl)-2-vinylidene-4-azatricyclo[5.2.2.0^4,8]undecan-11-one

2-Allyl-2-(2-nitrophenyl)-1,3-cyclohexanedione

(3aR,7aS)-N-[(S)-α-Methylbenzyl]-3a-(2-nitrophenyl)octahydroindol-4-one