Methyl tanshinonate

Base Information

• Chemical Name: Methyl tanshinonate
• CAS No.: 18887-19-9
• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.36
• UNII: 59MG2UDU6P
• ChEMBL ID: CHEMBL2146517
• DSSTox Substance ID: DTXSID601315741
• Metabolomics Workbench ID: 126922
• Nikkaji Number: J337.814D
• Wikidata: Q105347528
• Mol file: 18887-19-9.mol

Synonyms:Methyl tanshinonate;18887-19-9;CHEMBL2146517;(S)-Methyl 1,6-dimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-6-carboxylate;Methyl tanshinate;59MG2UDU6P;SCHEMBL14417730;CHEBI:149859;DTXSID601315741;BDBM50391431;AKOS040760054;FS-7016;HY-126416;CS-0103683;methyl 1,6-dimethyl-10,11-dioxo-8,9-dihydro-7H-naphtho[5,6-g][1]benzoxole-6-carboxylate;Phenanthro[1,2-b]furan-6-carboxylic acid, 6,7,8,9,10,11-hexahydro-1,6-dimethyl-10,11-dioxo-, methyl ester, (6S)-;Phenanthro[1,2-b]furan-6-carboxylic acid, 6,7,8,9,10,11-hexahydro-1,6-dimethyl-10,11-dioxo-, methyl ester, (S)-

Chemical Property of Methyl tanshinonate

Chemical Property:

• Melting Point: 175-176 °C
• Boiling Point: 523.4±50.0 °C(Predicted)
• PSA: 73.58000
• Density: 1.296±0.06 g/cm3(Predicted)
• LogP: 3.40100
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 338.11542367
• Heavy Atom Count: 25
• Complexity: 613

Purity/Quality:

99% ^*data from raw suppliers

Methyltanshinonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C(=O)OC
• Isomeric SMILES: CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCC[C@]4(C)C(=O)OC

Technology Process of Methyl tanshinonate

There total 1 articles about Methyl tanshinonate 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:

4,5-dihydro-3-methylbenzo[1,2-b]furan-4,5-dione (113297-21-5) + (-)-(S)-6-carbomethoxy-6-methyl-1-vinylcyclohexene (127758-17-2) → methyl tanshinonate (18887-19-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; Yield given. Multistep reaction;

DOI:10.1021/jo00304a009

upstream raw materials:

4,5-dihydro-3-methylbenzo[1,2-b]furan-4,5-dione

(-)-(S)-6-carbomethoxy-6-methyl-1-vinylcyclohexene