Cyclocumarol

Base Information

• Chemical Name: Cyclocumarol
• CAS No.: 518-20-7
• Molecular Formula: C20H18O4
• Molecular Weight: 322.361
• Hs Code.: 2932999099
• European Community (EC) Number: 208-248-3
• UNII: 725P8AW50M
• DSSTox Substance ID: DTXSID60862101
• Nikkaji Number: J6.581A
• Wikidata: Q27266024
• NCI Thesaurus Code: C75155
• ChEMBL ID: CHEMBL2104144
• Mol file: 518-20-7.mol

Synonyms:3,4-dihydro-2-methoxy-2-methyl-4-phenyl-2H,5H-pyrano-(3,2-c)(1)-benzopyran-5-one;Cumopyran;Cumopyrin;cyclocoumarol;cyclocumarol;cyclocumarol, (2R-trans)-isomer;cyclocumarol, (2S-cis)-isomer;cyclocumarol, (2S-trans)-isomer;cyclocumarol, (trans)-(+-)-isomer;methanopyranorin;methopyranorin

Chemical Property of Cyclocumarol

Chemical Property:

• Vapor Pressure: 1.07E-09mmHg at 25°C
• Melting Point: 166°
• Boiling Point: 488.6°C at 760 mmHg
• Flash Point: 216.2°C
• PSA: 48.67000
• Density: 1.27g/cm³
• LogP: 4.07000
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 322.12050905
• Heavy Atom Count: 24
• Complexity: 534

Purity/Quality:

98%min ^*data from raw suppliers

Pyranocoumarin PESTANAL ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 27
• Safety Statements: 28-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(CC(C2=C(O1)C3=CC=CC=C3OC2=O)C4=CC=CC=C4)OC
• Uses: Pyranocoumarin is useful in studying the antioxidant activity of different types of coumarin compounds via an in-silico model of DPPH.

Technology Process of Cyclocumarol

There total 9 articles about Cyclocumarol 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: 53.0%

methanol (67-56-1) + warfarin (81-81-2) → 2-methoxy-2-methyl-4-phenyl-3,4-dihydropyrano[3,2-c]chromen-5(2H)-one (518-20-7,54288-87-8,54288-88-9,64753-99-7,64754-00-3,64754-01-4,65207-43-4,94902-10-0) + 2-methoxy-2-methyl-4-phenyl-3,4-dihydro-2H-pyrano[3,2-c]chromen-5-one

Guidance literature:

With hydrogenchloride; for 23h; Reflux;

DOI:10.1016/j.ejmech.2018.01.054

Reference yield:

methanol (67-56-1) + warfarin (113950-47-3) → pyranocoumarin (518-20-7)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01128a004

Reference yield:

3H-chromene-2,4-dione (4438-85-1) → pyranocoumarin (518-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: aqueous hydrochloric acid

With pyridine; hydrogenchloride;

DOI:10.1021/ja01234a019

upstream raw materials:

methanol

warfarin

4-hydroxy[1]benzopyran-2-one

(E)-benzalacetone

Downstream raw materials:

warfarin

warfarin

2-methyl-4-phenylpyrano[3,2-c]chromen-5(4H)-one

Refernces

• 1、 Cravotto, Giancarlo,Nano, Gian Mario,Palmisano, Giovanni,Tagliapietra, Silvia. "An asymmetric approach to coumarin anticoagulants via hetero-Diels-Alder cycloaddition". . p. 707 - 709. Retrieved 2007/10/03.