6,7-methylenedioxy-2',3',4'-trimethoxyphenanthrene

Base Information

• Chemical Name: 6,7-methylenedioxy-2',3',4'-trimethoxyphenanthrene
• CAS No.: 39500-17-9
• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.322
• Mol file: 39500-17-9.mol

Synonyms:

Chemical Property of 6,7-methylenedioxy-2',3',4'-trimethoxyphenanthrene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,7-methylenedioxy-2',3',4'-trimethoxyphenanthrene

There total 1 articles about 6,7-methylenedioxy-2',3',4'-trimethoxyphenanthrene 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: 68.0%

trans-2'-iodo-3,4-methylenedioxy-3',4',5'-trimethoxystilbene → 6,7-methylenedioxy-2',3',4'-trimethoxyphenanthrene (39500-17-9) + (E)-5-(3,4,5-trimethoxystyryl)benzo[d][1,3]dioxole (74809-46-4)

Guidance literature:

With tri-n-butyl-tin hydride;

DOI:10.1016/S0040-4039(02)00505-1

Reference yield:

6,7-methylenedioxy-2',3',4'-trimethoxyphenanthrene (39500-17-9) → 2-acetyl-2'-propionyl-4,5,6-trimethoxy-4',5'-(methylenedioxy)-1,1'-biphenyl (74809-79-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / N-bromosuccinimide, benzoyl peroxide / CCl₄ / 1 h / Heating; Irradiation

2: OsO₄ / pyridine / 96 h / Ambient temperature

3: 98 percent / p-TsOH / benzene / 3 h / Heating

4: 2) 5percent aqueous HCl / 1) benzene, ether, reflux, 1 h; 2) methanol, room temp., 3 h

5: benzene; diethyl ether / 0.25 h / Ambient temperature

6: Pb(OAc)4 / benzene; pyridine / 1 h / Ambient temperature

With lead(IV) acetate; hydrogenchloride; N-Bromosuccinimide; osmium(VIII) oxide; Perbenzoic acid; toluene-4-sulfonic acid; In pyridine; tetrachloromethane; diethyl ether; benzene;

DOI:10.1021/jo01311a034

Reference yield:

6,7-methylenedioxy-2',3',4'-trimethoxyphenanthrene (39500-17-9) → 2-propionyl-2'-acetyl-4,5,6-trimethoxy-4',5'-(methylenedioxy)-1,1'-biphenyl (74809-80-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / N-bromosuccinimide, benzoyl peroxide / CCl₄ / 1 h / Heating; Irradiation

2: OsO₄ / pyridine / 96 h / Ambient temperature

3: 98 percent / p-TsOH / benzene / 3 h / Heating

4: 2) 5percent aqueous HCl / 1) benzene, ether, reflux, 15 min; 2) methanol, room temp., 3 h

5: 46 mg / benzene; diethyl ether / 0.25 h / Ambient temperature

6: 41 mg / Pb(OAc)4 / benzene; pyridine / 1 h / Ambient temperature

With lead(IV) acetate; hydrogenchloride; N-Bromosuccinimide; osmium(VIII) oxide; Perbenzoic acid; toluene-4-sulfonic acid; In pyridine; tetrachloromethane; diethyl ether; benzene;

DOI:10.1021/jo01311a034

Downstream raw materials:

2-acetyl-2'-propionyl-4,5,6-trimethoxy-4',5'-(methylenedioxy)-1,1'-biphenyl

2-propionyl-2'-acetyl-4,5,6-trimethoxy-4',5'-(methylenedioxy)-1,1'-biphenyl