Aristolactam BII

Base Information

• Chemical Name: Aristolactam BII
• CAS No.: 53948-09-7
• Molecular Formula: C₁₇H₁₃NO₃
• Molecular Weight: 279.295
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80968750
• Nikkaji Number: J10.822G
• Wikidata: Q72443751
• Metabolomics Workbench ID: 127638
• ChEMBL ID: CHEMBL226772
• Mol file: 53948-09-7.mol

Synonyms:aristololactam BII;cepharanone B

Chemical Property of Aristolactam BII

Chemical Property:

• Vapor Pressure: 1.37E-07mmHg at 25°C
• Melting Point: 264-265 °C
• Refractive Index: 1.708
• Boiling Point: 429.7 °C at 760 mmHg
• PKA: 12.31±0.20(Predicted)
• Flash Point: 213.7 °C
• PSA: 51.32000
• Density: 1.332 g/cm³
• LogP: 3.28950
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 279.08954328
• Heavy Atom Count: 21
• Complexity: 426

Purity/Quality:

≥98% ^*data from raw suppliers

AristolactamBII 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C3C(=C1)C(=O)NC3=CC4=CC=CC=C42)OC
• Description: This base, isolated from the callus tissue of Stephania cepharantha, is the domethoxy analogue of cepharanone A and forms a mass of pale yellow needles when crystallized from EtOH. Like the preceding alkaloid, it gives a blue fluorescence and the ultraviolet spectrum in EtOH is highly complex with absorption maxima at 232, 263, 276, 287,319 and 396 nm.

Technology Process of Aristolactam BII

There total 18 articles about Aristolactam BII 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: 93.0%

(E)-3-(2-bromobenzylidene)-5,6-dimethoxy-2-tosylisoindolin-1-one → aristololactam BII (53948-09-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 4h; Reflux;

DOI:10.1021/acs.orglett.8b03409

Reference yield: 92.0%

1,2-Dimethoxy-5-(4-methoxy-benzyl)-5H-dibenzo[cd,f]indol-4-one → aristololactam BII (53948-09-7)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; for 12h; Reflux;

DOI:10.1039/c7sc00161d

Reference yield: 90.0%

5-tert-butyl-1,2-dimethoxy-5H-dibenzo[cd,f]indol-4-one → aristololactam BII (53948-09-7)

Guidance literature:

With trifluoroacetic acid; In 1,2-dichloro-ethane; for 18h; Reflux;

DOI:10.1002/ejoc.201300046

upstream raw materials:

diazomethane

aristololactam A II

piperolactam A

3,4-dimethoxy-9,10-dehydrodibenzocoumaranone

Downstream raw materials:

piperolactam A

Refernces

• 1、 Crohare et al.. "". . p. 1957,1962. Retrieved 1974.
• 2、 Mehta, Saurabh,Brahmchari, Dhirendra. "Phosphazene Superbase-Mediated Regio- and Stereoselective Iodoaminocyclization of 2-(1-Alkynyl)benzamides for the Synthesis of Isoindolin-1-ones". . p. 5492 - 5503. Retrieved 2019/05/10.
• 3、 Reddy, Mallu Chenna,Jeganmohan, Masilamani. "Total synthesis of aristolactam alkaloids: Via synergistic C-H bond activation and dehydro-Diels-Alder reactions". . p. 4130 - 4135. Retrieved 2017/07/11.