(-)-Tylocrebrine

Base Information

• Chemical Name: (-)-Tylocrebrine
• CAS No.: 61302-92-9
• Molecular Formula: C₂₄H₂₇NO₄
• Molecular Weight: 393.483
• UNII: YZ2Y4V1041
• DSSTox Substance ID: DTXSID40331986
• Nikkaji Number: J2.770.900A
• Wikidata: Q27105249
• Mol file: 61302-92-9.mol

Synonyms:(-)-Tylocrebrine;Tylocrebrine, (-)-;Tylocrebrine L-form [MI];UNII-YZ2Y4V1041;61302-92-9;YZ2Y4V1041;Dibenzo(f,H)pyrrolo(1,2-b)isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-, (13aS)-;Dibenzo(f,H)pyrrolo(1,2-b)isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-, (S)-;(?)-Tylocrebrine;CHEBI:120;DTXSID40331986;CCG-36129;Q27105249

Chemical Property of (-)-Tylocrebrine

Chemical Property:

• Vapor Pressure: 1.44E-12mmHg at 25°C
• Boiling Point: 559.9°C at 760 mmHg
• Flash Point: 160.5°C
• Density: 1.26g/cm³
• 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(C2=C(C=C1)C3=C(CC4CCCN4C3)C5=CC(=C(C=C52)OC)OC)OC
• Isomeric SMILES: COC1=C(C2=C(C=C1)C3=C(C[C@@H]4CCCN4C3)C5=CC(=C(C=C52)OC)OC)OC

Technology Process of (-)-Tylocrebrine

There total 38 articles about (-)-Tylocrebrine 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: 74.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-2-(2,3,6,7-tetramethoxyphenanthren-9-ylmethyl)pyrrolidine → (+)-tylocrebrine (61302-92-9,1385-43-9)

Guidance literature:

With hydrogenchloride; In ethanol; Reflux; Darkness;

DOI:10.1021/jo500013e

Reference yield: 65.0%

7-(2',3',4,5-tetramethoxy-[1,1'-biphenyl]-2-yl)-1,2,3,5,8,8a-hexahydroindolizine (1260216-14-5) → Tylocrebrin (30061-35-9,61302-92-9,1385-43-9)

Guidance literature:

With vanadium(V) oxytrifluoride; trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; ethyl acetate; at -78 - -10 ℃; for 2.16667h;

DOI:10.1021/acs.orglett.9b01397

Reference yield: 62.0%

(R)-7-(2',3',4,5-tetramethoxy-[1,1'-biphenyl]-2-yl)-1,2,3,5,8,8a-hexahydroindolizine (1260216-15-6) → (+)-tylocrebrine (6879-02-3,61302-92-9,1385-43-9)

Guidance literature:

With vanadium(V) oxytrifluoride; trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; ethyl acetate; at -78 - -10 ℃;

DOI:10.1021/ol1023954

upstream raw materials:

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

2'-bromo-2,3,4',5'-tetramethoxy-1,1'-biphenyl

7-(2',3',4,5-tetramethoxy-[1,1'-biphenyl]-2-yl)-1,2,3,5,8,8a-hexahydroindolizine

4-bromo-5-iodoveratrole