Demethylsuberosin

Base Information

• Chemical Name: Demethylsuberosin
• CAS No.: 21422-04-8
• Molecular Formula: C14H14 O3
• Molecular Weight: 230.263
• Hs Code.: 2932209090
• UNII: SDM71QIW25
• DSSTox Substance ID: DTXSID90175695
• Nikkaji Number: J294.473A
• Wikidata: Q27137383
• Metabolomics Workbench ID: 139791
• ChEMBL ID: CHEMBL502689
• Mol file: 21422-04-8.mol

Synonyms:7-demethylsuberosin

Chemical Property of Demethylsuberosin

Chemical Property:

• Vapor Pressure: 1.31E-07mmHg at 25°C
• Melting Point: 134-136℃
• Boiling Point: 418.8°Cat760mmHg
• PKA: 8.45±0.20(Predicted)
• Flash Point: 182°C
• PSA: 50.44000
• Density: 1.203g/cm³
• LogP: 3.00730
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 230.094294304
• Heavy Atom Count: 17
• Complexity: 353

Purity/Quality:

99% ^*data from raw suppliers

Demethylsuberosin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C=C2C(=C1)C=CC(=O)O2)O)C

Technology Process of Demethylsuberosin

There total 6 articles about Demethylsuberosin 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: 76.0%

7-(2-methylbut-3-en-2-yloxy)-2H-chromen-2-one (27421-19-8) → 7-demethylsuberosin (21422-04-8) + osthenol (484-14-0)

Guidance literature:

In water; at 75 ℃; for 2h; Solvent; Temperature; Time; Reagent/catalyst;

DOI:10.1016/j.tetlet.2012.11.150

Reference yield: 70.0%

7-(1',1'-dimethylallyloxy)-8-iodocoumarin (104311-20-8) → 7-demethylsuberosin (21422-04-8) + osthenol (484-14-0)

Guidance literature:

In N,N-dimethyl acetamide; at 150 ℃; for 6h;

Reference yield: 10.0%

2,4-diprenyloxybenzaldehyde (62417-02-1) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → 6,8-diprenylumbelliferone + 7-hydroxy-6-(3-methylbut-2-enyl)-3-(2-methylbut-3-en-2-yl)-2H-chromen-2-one (21316-80-3) + 7-demethylsuberosin (21422-04-8) + balsamiferone (72619-99-9) + 8,9,9-trimethyl-6-(3-methylbut-2-enyl)-8,9-dihydro-2H-furo[2,3-h]chromen-2-one

Guidance literature:

In diphenylether; for 4h; Reflux;

DOI:10.1016/j.tetlet.2009.09.017

upstream raw materials:

7-(1',1'-dimethylallyloxy)-8-iodocoumarin

7-(2-methylbut-3-en-2-yloxy)-2H-chromen-2-one

2,4-diprenyloxybenzaldehyde

ethyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

secorin

2,2-dimethyl-8-oxo-2,3,4,8-tetrahydropyrano[3,2-g]chromen-3-yl 3-methylbut-2-enoate

decursinol

lomatin

Refernces

• 1、 Ando, Tomomi,Nagumo, Mina,Ninomiya, Masayuki,Tanaka, Kaori,Linhardt, Robert J.,Koketsu, Mamoru. "Synthesis of coumarin derivatives and their cytoprotective effects on t-BHP-induced oxidative damage in HepG2 cells". . p. 2422 - 2425. Retrieved 2018/06/20.
• 2、 Jiang, Hang,Hamada, Yasumasa. "Highly enantioselective synthesis of angelmarin". supporting information; experimental part. p. 4173 - 4176. Retrieved 2009/12/06.