Tanshindiol C

Base Information

• Chemical Name: Tanshindiol C
• CAS No.: 97465-71-9
• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.322
• DSSTox Substance ID: DTXSID30914287
• Nikkaji Number: J397.625D
• Wikidata: Q82885062
• Metabolomics Workbench ID: 130986
• ChEMBL ID: CHEMBL3287734
• Mol file: 97465-71-9.mol

Synonyms:przewaquinone D;przewaquinone D, (6R-cis)-isomer, tanshindiol B;przewaquinone D, (6R-trans)-isomer, tanshindiol C;przewaquinone D, (cis)-isomer, przewaquinone E;przewaquinone E

Chemical Property of Tanshindiol C

Chemical Property:

• PSA: 87.74000
• LogP: 2.14860
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 312.09977361
• Heavy Atom Count: 23
• Complexity: 546

Purity/Quality:

Analysis control,HPLC≥95% ^*data from raw suppliers

TanshindiolC ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCC(C4(C)O)O
• Isomeric SMILES: CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CC[C@H]([C@]4(C)O)O

Technology Process of Tanshindiol C

There total 46 articles about Tanshindiol C 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: 64.0%

tanshindiol B acetonide (118950-03-1) → tanshindiol B (119477-12-2,96839-30-4,97465-71-9)

Guidance literature:

With Dowex 50-W resin (H+); In tetrahydrofuran; water; at 65 ℃; for 4h;

DOI:10.1021/jo00304a008

Reference yield:

1,6-dimethyl-8,9-dihydrophenanthro[1,2-b]furan-10,11-dione (77769-21-2) → (+)-(3R,4S)-tanshindiol B (96894-91-6,96839-30-4,97465-71-9) + tanshindiol B (97465-70-8,96839-30-4,97465-71-9)

Guidance literature:

With AD-mix β; In water; tert-butyl alcohol; at 20 ℃; for 10h; Overall yield = 77 %; Overall yield = 69 mg;

DOI:10.1039/c8ob00567b

Reference yield:

1,6-dimethyl-8,9-dihydrophenanthro[1,2-b]furan-10,11-dione (77769-21-2) → (+)-(3R,4S)-tanshindiol B (96894-91-6,96839-30-4,97465-71-9) + tanshindiol B (97465-70-8,96839-30-4,97465-71-9)

Guidance literature:

With AD-mix β; In water; tert-butyl alcohol; at 20 ℃; for 10h; Overall yield = 77 %; Overall yield = 69 mg;

DOI:10.1039/c8ob00567b

upstream raw materials:

tanshindiol B acetonide

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

(-)-(5R,6S)-5,6-dihydroxy-6-methyl-1-vinylcyclohexene 5,6-acetonide

cyclohexenone

Downstream raw materials:

(+)-(3S,4S)-tanshindiol C

tanshindiol C