(+/-)-Tylocrebrine

Base Information

• Chemical Name: (+/-)-Tylocrebrine
• CAS No.: 30061-35-9
• Molecular Formula: C₂₄H₂₇NO₄
• Molecular Weight: 393.483
• UNII: OOF3X9JZ8Q
• DSSTox Substance ID: DTXSID80871937
• Wikidata: Q27285759
• Mol file: 30061-35-9.mol

Synonyms:(+/-)-Tylocrebrine;Tylocrebrine, (+/-)-;Tylocrebrine DL-form [MI];UNII-OOF3X9JZ8Q;OOF3X9JZ8Q;30061-35-9;Dibenzo(f,H)pyrrolo(1,2-b)isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-, (+/-)-;Dibenzo(f,h)pyrrolo(1,2-b)isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-;(-)-Tylocrebrin;TYLOCREBIN-(+);SCHEMBL673888;DTXSID80871937;Q27285759;2,3,5,6-Tetramethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline

Chemical Property of (+/-)-Tylocrebrine

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(C2=C(C=C1)C3=C(CC4CCCN4C3)C5=CC(=C(C=C52)OC)OC)OC

Technology Process of (+/-)-Tylocrebrine

There total 14 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: 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: 43.0%

(+/-)-6,7-di(3,4-dimethoxyphenyl)-1,2,3,5,8,8a-hexahydro-indolizine (26503-67-3,30062-27-2) → Tylocrebrin (30061-35-9,61302-92-9,1385-43-9) + 2,3,6,7-tetramethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline (90243-12-2) + 2,3,6,7-Tetramethoxy-9,10,11,12,12a,13-hexahydro-9a-aza-cyclopenta[b]triphenylene (25908-92-3)

Guidance literature:

With iodine; In dichloromethane; for 21h; Yields of byproduct given; Irradiation;

DOI:10.1021/jo00187a022

Reference yield: 43.0%

(+/-)-6,7-di(3,4-dimethoxyphenyl)-1,2,3,5,8,8a-hexahydro-indolizine (26503-67-3,30062-27-2) → Tylocrebrin (30061-35-9,61302-92-9,1385-43-9) + 2,3,6,7-Tetramethoxy-9,10,11,12,12a,13-hexahydro-9a-aza-cyclopenta[b]triphenylene (25908-92-3) + (+)-isotylocrebrine

Guidance literature:

Irradiation;

DOI:10.1039/c39830000271

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