7H-1,3-Dioxolo-4,5-j-pyrrolo-3,2,1-de-phenanthridine

Base Information

• Chemical Name: 7H-1,3-Dioxolo-4,5-j-pyrrolo-3,2,1-de-phenanthridine
• CAS No.: 212-38-4
• Molecular Formula: C₁₆H₁₁NO₂
• Molecular Weight: 249.269
• Mol file: 212-38-4.mol

Synonyms:7H-1,3-Dioxolo-4,5-j-pyrrolo-3,2,1-de-phenanthridine

Chemical Property of 7H-1,3-Dioxolo-4,5-j-pyrrolo-3,2,1-de-phenanthridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7H-1,3-Dioxolo-4,5-j-pyrrolo-3,2,1-de-phenanthridine

There total 3 articles about 7H-1,3-Dioxolo-4,5-j-pyrrolo-3,2,1-de-phenanthridine 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:

cyclohexene-1-carboxylic acid (636-82-8) → 7H-1,3-Dioxolo-4,5-j-pyrrolo-3,2,1-de-phenanthridine (212-38-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) Et₃N, 2.) diphenyl phosphorazidate / 1.) toluene, RT, 20 min, 2.) toluene, RT, 45 min

2: acetonitrile / 3 h / Heating

3: 74 percent / NaH / dimethylformamide / 0.75 h / Ambient temperature

4: 16 percent / AIBN, n-Bu₃SnH / benzene / 16.5 h / Heating

5: 80 percent / oxalic acid, H₂O / tetrahydrofuran / 120 h / Heating

6: 21 percent / DDQ / benzene / 24 h / Heating

7: 42 percent / LiAlH₄ / tetrahydrofuran / 4.5 h / Heating

8: 9 percent / Et₃N, MsCl / CH₂Cl₂ / 0.25 h / Ambient temperature

With lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); diphenyl phosphoryl azide; water; tri-n-butyl-tin hydride; oxalic acid; sodium hydride; methanesulfonyl chloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1016/0040-4020(96)00605-9

Reference yield:

1-O-acetyl-2-epilycorine → 7H-1,3-Dioxolo-4,5-j-pyrrolo-3,2,1-de-phenanthridine (212-38-4) + hippadine (52886-06-3,58591-64-3) + 2-epipancrassidine

Guidance literature:

With tert.-butylhydroperoxide; vanadyl acetylacetone; In toluene; at 40 ℃; for 24h;

DOI:10.1016/S0031-9422(00)98030-0

Reference yield:

2-epilycorine (476-28-8,6835-91-2,19312-40-4,66816-51-1) → 7H-1,3-Dioxolo-4,5-j-pyrrolo-3,2,1-de-phenanthridine (212-38-4) + hippadine (52886-06-3,58591-64-3) + 2-epipancrassidine

Guidance literature:

With phosphate buffer solution; at 21 ℃; for 14h; Product distribution; Mechanism; pH 7.2;

DOI:10.1016/S0031-9422(00)98030-0

upstream raw materials:

2-epilycorine

cyclohexene-1-carboxylic acid

Downstream raw materials:

hippadine

Refernces

• 1、 Rigby, James H.,Mateo, Mary E.. "Total synthesis of (±)-α-lycorane and 4,5-dehydroanhydrolycorine". . p. 10569 - 10582. Retrieved 2007/10/03.