(+/-)-trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,j]anthracene

Base Information

• Chemical Name: (+/-)-trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,j]anthracene
• CAS No.: 114326-34-0
• Molecular Formula: C₂₂H₁₆O₃
• Molecular Weight: 328.367
• Mol file: 114326-34-0.mol

Synonyms:

Chemical Property of (+/-)-trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,j]anthracene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,j]anthracene

There total 10 articles about (+/-)-trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,j]anthracene 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: 60.0%

(+/-)-trans-3,4-dihydroxy-3,4-dihydrodibenz[a,j]anthracene (114326-33-9) → (+/-)-trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,j]anthracene (114326-34-0,119181-08-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jm00402a009

Reference yield:

3-hydroxydibenzanthracene (83136-32-7) → (+/-)-trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,j]anthracene (114326-34-0,119181-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / (KSO₃)2NO, aq. KH₂PO₄, Adogen 464 / CH₂Cl₂; benzene / 1 h

2: 1.) NaBH₄, O₂, 2.) pyridine / 1) ethanol, room temperature, 40 h; 2) ether, THF, overnight

3: 86 percent / NaHCO₃, CH₃OH / tetrahydrofuran / 0.17 h / Heating

4: 60 percent / m-chloroperbenzoic acid / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; methanol; sodium tetrahydroborate; potassium dihydrogenphosphate; adogen 464; potassium nitrososulfonate; oxygen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/jm00402a009

Reference yield:

3-methoxydibenzanthracene (83136-28-1) → (+/-)-trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,j]anthracene (114326-34-0,119181-08-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / HBr / acetic acid / 3.5 h / Heating

2: 80 percent / (KSO₃)2NO, aq. KH₂PO₄, Adogen 464 / CH₂Cl₂; benzene / 1 h

3: 1.) NaBH₄, O₂, 2.) pyridine / 1) ethanol, room temperature, 40 h; 2) ether, THF, overnight

4: 86 percent / NaHCO₃, CH₃OH / tetrahydrofuran / 0.17 h / Heating

5: 60 percent / m-chloroperbenzoic acid / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; methanol; sodium tetrahydroborate; potassium dihydrogenphosphate; adogen 464; potassium nitrososulfonate; hydrogen bromide; oxygen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetic acid; benzene;

DOI:10.1021/jm00402a009

upstream raw materials:

(+/-)-trans-3,4-dihydroxy-3,4-dihydrodibenz[a,j]anthracene

3-hydroxydibenzanthracene

3-methoxydibenzanthracene

6-methoxy-1-naphthoic acid diethylamide

Refernces