Tanshindiol B

Base Information

Chemical Name:Tanshindiol B
CAS No.:97465-70-8
Molecular Formula:C₁₈H₁₆O₅
Molecular Weight:312.322
Hs Code.:
DSSTox Substance ID:DTXSID101317754
Nikkaji Number:J337.811J
Wikidata:Q104394046
Metabolomics Workbench ID:130985
ChEMBL ID:CHEMBL3287733
Mol file:97465-70-8.mol

Synonyms:Tanshindiol B;97465-70-8;CHEMBL3287733;(6R,7S)-6,7-dihydroxy-1,6-dimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione;Phenanthro[1,2-b]furan-10,11-dione, 6,7,8,9-tetrahydro-6,7-dihydroxy-1,6-dimethyl-, (6R,7S)-(-)-;SCHEMBL14417701;DTXSID101317754;BDBM50017291;AKOS040762394;HY-123903;CS-0086791

Suppliers and Price of Tanshindiol B

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Arctom
TanshindiolB
5mg
$ 566.00

Total 9 raw suppliers

Chemical Property of Tanshindiol B

Chemical Property:

Boiling Point:561.5 °C at 760 mmHg
Flash Point:293.4 °C
PSA：87.74000
Density:1.436 g/cm³;
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

TanshindiolB ^*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=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 B

There total 8 articles about Tanshindiol B 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:

: 77769-21-2
1,6-dimethyl-8,9-dihydrophenanthro[1,2-b]furan-10,11-dione

: 96894-91-6,96839-30-4,97465-71-9
(+)-(3R,4S)-tanshindiol B

: 97465-70-8,96839-30-4,97465-71-9
tanshindiol B

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:

: 930-68-7
cyclohexenone

: 96894-91-6,96839-30-4,97465-71-9
(+)-(3R,4S)-tanshindiol B

: 97465-70-8,96839-30-4,97465-71-9
tanshindiol B

Guidance literature:: Multi-step reaction with 6 steps

1: iodine; potassium carbonate; dmap / tetrahydrofuran; water / 1 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc dibromide / tetrahydrofuran / 7 h / -78 - 20 °C

3: diethyl ether / 0.5 h / 0 °C

4: methanol / 2 h / 45 °C / Inert atmosphere; Sonication

5: toluene-4-sulfonic acid / methanol / 1 h / 80 °C

6: AD-mix-α / water; tert-butyl alcohol / 10 h / 20 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; AD-mix-α; iodine; potassium carbonate; toluene-4-sulfonic acid; zinc dibromide; In tetrahydrofuran; methanol; diethyl ether; water; tert-butyl alcohol; 2: |Negishi Coupling / 3: |Grignard Reaction / 6: |Sharpless Dihydroxylation;
DOI:10.1039/c8ob00567b

Reference yield:

: 33948-36-6
2-iodocyclohex-2-en-1-one

: 96894-91-6,96839-30-4,97465-71-9
(+)-(3R,4S)-tanshindiol B

: 97465-70-8,96839-30-4,97465-71-9
tanshindiol B

Guidance literature:: Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc dibromide / tetrahydrofuran / 7 h / -78 - 20 °C

2: diethyl ether / 0.5 h / 0 °C

3: methanol / 2 h / 45 °C / Inert atmosphere; Sonication

4: toluene-4-sulfonic acid / methanol / 1 h / 80 °C

5: AD-mix-α / water; tert-butyl alcohol / 10 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; AD-mix-α; toluene-4-sulfonic acid; zinc dibromide; In tetrahydrofuran; methanol; diethyl ether; water; tert-butyl alcohol; 1: |Negishi Coupling / 2: |Grignard Reaction / 5: |Sharpless Dihydroxylation;
DOI:10.1039/c8ob00567b