Glabrone

Base Information

• Chemical Name: Glabrone
• CAS No.: 60008-02-8
• Molecular Formula: C20H16O5
• Molecular Weight: 336.344
• Hs Code.: 2914400090
• UNII: 9U4M81SWUK
• DSSTox Substance ID: DTXSID30208714
• Nikkaji Number: J179.707G
• Wikidata: Q27273226
• Metabolomics Workbench ID: 22212
• ChEMBL ID: CHEMBL600457
• Mol file: 60008-02-8.mol

Synonyms:7,2'-dihydroxy-6'',6''-dimethylpyrano-(2'',3''-4',3')isoflavone;eurycarpin B

Chemical Property of Glabrone

Chemical Property:

• Boiling Point: 554.1°Cat760mmHg
• PKA: 6.91±0.20(Predicted)
• Flash Point: 202.6°C
• PSA: 79.90000
• Density: 1.368g/cm³
• LogP: 4.05540
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 336.09977361
• Heavy Atom Count: 25
• Complexity: 607

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=C(O1)C=CC(=C2O)C3=COC4=C(C3=O)C=CC(=C4)O)C

Technology Process of Glabrone

There total 5 articles about Glabrone 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:

3-(5-methoxymethoxy-2,2-dimethyl-3-phenylthiochroman-6-yl)-7-methoxymethoxy-4H-benzopyran-4-one (91078-13-6) → glabrone (60008-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: m-chloroperbenzoic acid

2: 82 percent / toluene / Heating

With 3-chloro-benzenecarboperoxoic acid; In toluene;

DOI:10.1016/S0040-4039(01)80112-X

Reference yield:

3-(2-hydroxy-4-methoxymethoxyphenyl)-1,1-dimethoxy-2-(5-methoxymethoxy-2,2-dimethyl-3-phenylthiochroman-6-yl)-propan-3-one (111492-46-7) → glabrone (60008-02-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / methoxide

2: m-chloroperbenzoic acid

3: 82 percent / toluene / Heating

With methanolate; 3-chloro-benzenecarboperoxoic acid; In toluene;

DOI:10.1016/S0040-4039(01)80112-X

Reference yield:

1,1-dimethoxy-2-(5-methoxymethoxy-2,2-dimethyl-2H-benzopyran-6-yl)-3-(2-hydroxy-4-methoxymethoxyphenyl)propane-3-one (91078-09-0) → glabrone (60008-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methoxide

With sodium methylate;

DOI:10.1016/S0040-4039(01)80112-X

upstream raw materials:

3-(5-methoxymethoxy-2,2-dimethyl-2H-benzo-pyran-6-yl)-7-methoxymethoxy-4H-benzopyran-4-one

1,1-dimethoxy-2-(5-methoxymethoxy-2,2-dimethyl-2H-benzopyran-6-yl)-3-(2-hydroxy-4-methoxymethoxyphenyl)propane-3-one

3-(5-methoxymethoxy-2,2-dimethyl-3-phenylthiochroman-6-yl)-7-methoxymethoxy-4H-benzopyran-4-one

3-(5-methoxymethoxy-2,2-dimethyl-3-phenylsulphinylchroman-6-yl)-7-methoxymethoxy-4H-benzopyran-4-one

Downstream raw materials:

(+/-)-phaseollin

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