Norbraylin

Base Information

• Chemical Name: Norbraylin
• CAS No.: 60796-64-7
• Molecular Formula: C14H12O4
• Molecular Weight: 244.24
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID401346491
• Nikkaji Number: J18.346F
• Wikidata: Q104251749
• Metabolomics Workbench ID: 130835
• ChEMBL ID: CHEMBL3235995
• Mol file: 60796-64-7.mol

Synonyms:Norbraylin;60796-64-7;6-Hydroxy-8,8-dimethylpyrano[2,3-f]chromen-2-one;CHEMBL3235995;6-Hydroxy-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one;orbraylin;DTXSID401346491;HY-N3180;BDBM50008739;AKOS027257455;FS-8867;CS-0023514;E88723

Chemical Property of Norbraylin

Chemical Property:

• Boiling Point: 471.1±45.0 °C(Predicted)
• PKA: 8.34±0.40(Predicted)
• PSA: 59.67000
• Density: 1.319±0.06 g/cm3(Predicted)
• LogP: 2.68280
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 244.07355886
• Heavy Atom Count: 18
• Complexity: 424

Purity/Quality:

98%Min ^*data from raw suppliers

Norbraylin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=C3C(=CC(=C2O1)O)C=CC(=O)O3)C

Technology Process of Norbraylin

There total 3 articles about Norbraylin 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: 77.0%

aesculetin (305-01-1) + 1,1-diethoxy-3-methyl-2-butene (1740-74-5) → norbraylin (60796-64-7) + Cedrecoumarin A

Guidance literature:

With 3-Methylpyridine; In 5,5-dimethyl-1,3-cyclohexadiene; at 160 ℃; for 6h;

DOI:10.1016/j.bmcl.2019.126759

Reference yield: 44.0%

3-chloro-3-methylbut-1-yne (1111-97-3) + aesculetin (305-01-1) → norbraylin (60796-64-7) + 3,3-dimethyl-2-methylene-2,3-dihydro-7H-[1,4]dioxino[2,3-g]chromen-7-one

Guidance literature:

With caesium carbonate; In acetone; at 100 ℃; for 3h; Microwave irradiation;

DOI:10.1002/jhet.3376

Reference yield:

7-hydroxy-6-methoxy-2H-1-benzopyran-2-one (92-61-5) → norbraylin (60796-64-7) + Cedrecoumarin A

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine hydrochloride / 150 °C

2: 3-Methylpyridine / 5,5-dimethyl-1,3-cyclohexadiene / 6 h / 160 °C

With 3-Methylpyridine; pyridine hydrochloride; In 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1016/j.bmcl.2019.126759

upstream raw materials:

3-chloro-3-methylbut-1-yne

aesculetin

7-hydroxy-6-methoxy-2H-1-benzopyran-2-one

1,1-diethoxy-3-methyl-2-butene

Refernces

• 1、 Singh, Sarita,Agarwal, Karishma,Iqbal, Hina,Yadav, Pankaj,Yadav, Deepika,Chanda, Debabrata,Tandon, Sudeep,Khan, Feroz,Gupta, Anil Kumar,Gupta, Atul. "Synthesis and evaluation of substituted 8,8-dimethyl-8H-pyrano[2,3-f]chromen-2-one derivatives as vasorelaxing agents". . . Retrieved 2019/11/26.