Phenanthro[3,2-b]furan-7,11-dione,1,2,3,4-tetrahydro-4,4,8-trimethyl-

Base Information

• Chemical Name: Phenanthro[3,2-b]furan-7,11-dione,1,2,3,4-tetrahydro-4,4,8-trimethyl-
• CAS No.: 20958-15-0
• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.35
• Mol file: 20958-15-0.mol

Synonyms:IsotanshinoneII; Isotanshinone II (Salvia miltiorhiza); Isotanshinone IIA

Chemical Property of Phenanthro[3,2-b]furan-7,11-dione,1,2,3,4-tetrahydro-4,4,8-trimethyl-

Chemical Property:

• Melting Point: 208 °C
• Boiling Point: 471.1±45.0 °C(Predicted)
• PSA: 47.28000
• Density: 1.209±0.06 g/cm3(Predicted)
• LogP: 3.97730

Purity/Quality:

99%, ^*data from raw suppliers

IsotanshinoneIIA >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenanthro[3,2-b]furan-7,11-dione,1,2,3,4-tetrahydro-4,4,8-trimethyl-

There total 5 articles about Phenanthro[3,2-b]furan-7,11-dione,1,2,3,4-tetrahydro-4,4,8-trimethyl- 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: 20.2%

11,14-dioxo-12,16-epoxy-8,12-abietadien-20,7β-olide (879000-44-9) → 1-oxoisotanshinone II + 11,14-dioxo-12,16-epoxy-8,12,15(16)-abietatrien-20,7β-olide + isotanshinone IIA (20958-15-0)

Guidance literature:

With pyridine; In benzene; for 48h; Heating;

DOI:10.1248/cpb.53.1524

Reference yield:

16-(tert-butyldimethylsilyloxy)-11,12-O-didehydrocarnosol (879000-51-8) → isotanshinone IIA (20958-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.6 percent / Dowex 50WX₈-200 / acetone / 48 h

2: 12.7 percent / pyridine / benzene / 48 h / Heating

With pyridine; DOWEX 50WX₈-200; In acetone; benzene;

DOI:10.1248/cpb.53.1524

Reference yield:

16-hydroxycarnosol (149697-32-5) → isotanshinone IIA (20958-15-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95.3 percent / N-bromosuccinimide; triphenylphosphine; pyridine / CH₂Cl₂ / 240 h / 20 °C

2: 66.4 percent / potassium nitroso disulfonate / aq. phosphate buffer; acetonitrile / 5.5 h / 20 °C / pH 7

3: 12.7 percent / pyridine / benzene / 48 h / Heating

With pyridine; N-Bromosuccinimide; potassium nitrososulfonate; triphenylphosphine; In phosphate buffer; dichloromethane; acetonitrile; benzene;

DOI:10.1248/cpb.53.1524

upstream raw materials:

11,14-dioxo-12,16-epoxy-8,12-abietadien-20,7β-olide

16-(tert-butyldimethylsilyloxy)-11,12-O-didehydrocarnosol

16-hydroxycarnosol

12,16-epoxycarnosol

Refernces