97465-71-9

Basic information

• Product Name: (6R)-6,7,8,9-Tetrahydro-6β,7α-dihydroxy-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione
• Synonyms: Tanshindiol C;(6R,7R)-6,7,8,9-Tetrahydro-6,7-dihydroxy-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione
• CAS NO: 97465-71-9
• Molecular Formula: C18H16O5
• Molecular Weight: 312.31664
• Mol File: 97465-71-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (6R)-6,7,8,9-Tetrahydro-6β,7α-dihydroxy-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (6R)-6,7,8,9-Tetrahydro-6β,7α-dihydroxy-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione(97465-71-9)
• EPA Substance Registry System: (6R)-6,7,8,9-Tetrahydro-6β,7α-dihydroxy-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione(97465-71-9)

Safety Data

• Hazardous Substances Data: 97465-71-9(Hazardous Substances Data)

Usage

General Description

The chemical compound "(6R)-6,7,8,9-Tetrahydro-6β,7α-dihydroxy-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione" is a complex organic molecule with a fused phenanthrene-furan ring structure. It contains two hydroxyl groups and two methyl groups, and features a dione functional group. The compound is in a tetrahydro form and has stereochemistry at the 6 and 7 positions. This chemical may have potential biological or pharmaceutical applications due to its unique structure, potentially enabling it to interact with biological systems in a specific way. Further research and investigation would be necessary to determine the full range of its properties and potential uses.

Upstream product

• 118950-03-1 tanshindiol B acetonide 
• 113297-21-5 4,5-dihydro-3-methylbenzo[1,2-b]furan-4,5-dione 
• 127758-21-8 (-)-(5R,6S)-5,6-dihydroxy-6-methyl-1-vinylcyclohexene 5,6-acetonide 
• 930-68-7 cyclohexenone 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 140709-89-3 2-vinylcyclohex-2-en-1-one 
• 124292-44-0 1-methyl-2-vinylcyclohex-2-en-1-ol 
• 7182-21-0 5-hydroxy-3-methylbenzo<1.2-b>furan 
• 96839-29-1 6-hydroxy-1,6-dimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione 
• 77769-21-2 1,6-dimethyl-8,9-dihydrophenanthro[1,2-b]furan-10,11-dione 
• 96839-30-4 (±)-tanshindiol C 

Downstream Products

• 96839-30-4 (+)-(3S,4S)-tanshindiol C 
• 96839-30-4 tanshindiol C 

Relevant articles and documents

Total synthesis of (±)-tanshinol B, tanshinone I, and (±)-tanshindiol B and C

A concise and efficient approach was established for the divergent total synthesis of (±)-tanshindiol B and C and tanshinone I from a ubiquitous ene intermediate in 1-2 steps. This critical intermediate was derived from (±)-tanshinol B, which was synthesized in 50% overall yield over 3 steps using an ultrasound-promoted cycloaddition as a key step. Compared to a previously reported strategy, our approach is more step-economic, thus greatly improving the synthetic efficiency. The bioactivity evaluation indicates that the diol stereochemistry of the tanshidiols has an impact on the EZH2 inhibitory activity.

Ultrasound-Promoted Cycloadditions in the Synthesis of Salvia miltiorrhiza Abietanoid o-Quinones

The ultrasound-promoted Diels-Alder reaction of 3-methyl-4,5-benzofurandione with appropriately substituted vinylcyclohexenes has led to the synthesis of tanshinone IIA, nortanshinone, tanshindiol B, methyl tanshinonate, and tanshinone IIB, biologically active metabolites of the Chinese traditional medicine, Dan Shen, prepared from the roots of Salvia miltiorrhiza Bunge.Methyltanshinquinone, the dihydro derivative of the natural product, methylenetanshinquinone, was similarly prepared.The effect of ultrasound in promoting the cycloadditions parallels that of high pressure and improved the regioselectivity in favour of the natural isomers.