Atherosperminine

Base Information

• Chemical Name: Atherosperminine
• CAS No.: 5531-98-6
• Molecular Formula: C₂₀H₂₃NO₂
• Molecular Weight: 309.408
• Hs Code.: 2922199090
• NSC Number: 93678
• UNII: QV2JRL6MCM
• DSSTox Substance ID: DTXSID30970641
• Nikkaji Number: J13.239J
• Wikidata: Q82953882
• Metabolomics Workbench ID: 44313
• ChEMBL ID: CHEMBL1186488
• Mol file: 5531-98-6.mol

Synonyms:atherospermine;atherospermine hydrochloride;atherosperminine

Chemical Property of Atherosperminine

Chemical Property:

• Vapor Pressure: 7.25E-09mmHg at 25°C
• Boiling Point: 466.1°Cat760mmHg
• Flash Point: 161.5°C
• PSA: 21.70000
• Density: 1.109g/cm³
• LogP: 4.11430
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 309.172878976
• Heavy Atom Count: 23
• Complexity: 373

Purity/Quality:

≥98% ^*data from raw suppliers

Atherosperminine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC1=CC(=C(C2=C1C=CC3=CC=CC=C32)OC)OC

Technology Process of Atherosperminine

There total 24 articles about Atherosperminine 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: 82.0%

N-carbethoxy-N-methyl-2-(3',4'-dimethoxy-1'-phenanthryl)ethylamine (99272-81-8) → atherosperminine (5531-98-6,121822-39-7)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1039/c39850000839

Reference yield: 72.0%

C20H24NO2(1+) (754919-24-9) → atherosperminine (5531-98-6,121822-39-7)

Guidance literature:

With potassium hydroxide; In methanol; at 45 ℃; for 6h;

DOI:10.1016/j.bmcl.2013.06.078

Reference yield: 68.0%

N,N-dimethyl-3,4-dimethoxy-1-phenanthrenylacetamide → atherosperminine (5531-98-6,121822-39-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Heating;

DOI:10.1016/S0040-4020(01)86354-7

upstream raw materials:

formaldehyd

N-Noratherosperminine

1,2-dimethoxy-6,6-dimethyl-aporphanium; iodide

N-carbethoxy-N-methyl-2-(3',4'-dimethoxy-1'-phenanthryl)ethylamine

Refernces

• 1、 Kini,Ramana. "A new convenient synthesis of phenanthrene alkaloids from 1-arylmethyl-1,2,3,4-tetrahydroisoquinolines". . p. 4171 - 4173. Retrieved 2007/10/03.
• 2、 Estevez,Carmen Villaverde,Estevez,Seijas,Castedo. "New total synthesis of phenanthrene alkaloids". . p. 964 - 968. Retrieved 2007/10/02.