2-Bromostrychnine

Base Information

• Chemical Name: 2-Bromostrychnine
• CAS No.: 58523-41-4
• Molecular Formula: C21H21BrN2O2
• Molecular Weight: 413.314
• DSSTox Substance ID: DTXSID00974075
• Mol file: 58523-41-4.mol

Synonyms:2-Bromostrychnidin-10-one;BRN 0057502;Strychnidin-10-one, 2-bromo-;2-Bromostrychnine;58523-41-4;2-27-00-00744 (Beilstein Handbook Reference);Strychnine, 2-bromo-;C21H21BrN2O2;DTXSID00974075;Strychnidin-10-one, 2-bromo- (9CI);(4aR,5aS,13aS,15aS,15bR)-10-bromo-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one

Chemical Property of 2-Bromostrychnine

Chemical Property:

• Vapor Pressure: 7.77E-15mmHg at 25°C
• Boiling Point: 610.3°C at 760 mmHg
• Flash Point: 322.9°C
• PSA: 32.78000
• Density: 1.66g/cm³
• LogP: 2.85790
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 412.07864
• Heavy Atom Count: 26
• Complexity: 725

Purity/Quality:

97% ^*data from raw suppliers

2-BROMOSTRYCHNINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CC3=CCOC4CC(=O)N5C6C4C3CC2C61C7=C5C=CC(=C7)Br
• Isomeric SMILES: C1CN2CC3=CCO[C@H]4CC(=O)N5[C@H]6[C@H]4[C@H]3C[C@H]2C61C7=C5C=CC(=C7)Br

Technology Process of 2-Bromostrychnine

There total 5 articles about 2-Bromostrychnine 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: 96.0%

strychnidin-10-one (57-24-9) → (4aR,4a1R,5aS,8aR,8a1S,15aS)-10-bromo-2,4a,4a1,5,5a,7,8,8a1,15,15a-decahydro-14H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one (58523-41-4)

Guidance literature:

With N-Bromosuccinimide; trifluorormethanesulfonic acid; 1-methylthiotriptycene; In 1,2-dichloro-ethane; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b12672

Reference yield:

strychnine nitrate (66-32-0) → (4aR,4a1R,5aS,8aR,8a1S,15aS)-10-bromo-2,4a,4a1,5,5a,7,8,8a1,15,15a-decahydro-14H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one (58523-41-4)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. H₂SO₄

2: Zn, aq. HCl

3: (i) aq. NaNO₂, H₂SO₄, (ii) CuBr, aq. HBr

With hydrogenchloride; sulfuric acid; zinc;

Reference yield:

strychnidin-10-one (57-24-9) → 2-bromo-strychnidin-10-one (58523-41-4)

Guidance literature:

With sulfuric acid; bromine;

upstream raw materials:

strychnidin-10-one

2-aminostrychnine

strychnine nitrate

10-Nitrostrychnine

Refernces

• 1、 -. "PROCESS FOR FORMING A CARBON-CARBON BOND". Page/Page column 72-73. . Retrieved 2019/11/28.
• 2、 Prante, O.,Einsiedel, J.,Breitinger, H.-G.,Becker, C.-M.,Gmeiner, P.,Kuwert, T.. "Synthesis and In Vitro Characterization of 2-[131I]Iodostrychnine". . p. S177 - S177. Retrieved 2007/10/03.