Oxyepiberberine

Base Information

• Chemical Name: Oxyepiberberine
• CAS No.: 19716-60-0
• Molecular Formula: C20H17NO5
• Molecular Weight: 351.35
• Mol file: 19716-60-0.mol

Synonyms:Oxyepiberberine;11,12-Dihydro-8,9-dimethoxy-14H-benzo[a]-1,3-benzodioxolo[4,5-g]quinolizin-14-one;8-Oxo-epiberberine

Chemical Property of Oxyepiberberine

Chemical Property:

• Boiling Point: 603.3±55.0 °C(Predicted)
• PKA: -1.62±0.20(Predicted)
• PSA: 58.92000
• Density: 1.44±0.1 g/cm3(Predicted)
• LogP: 2.97050

Purity/Quality:

≥98% ^*data from raw suppliers

Oxyepiberberine ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Oxyepiberberine

There total 14 articles about Oxyepiberberine 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%

C21H17NO6 → 8-oxo-epiberberine (19716-60-0)

Guidance literature:

With Wilkinson's catalyst; diphenyl phosphoryl azide; In diethylene glycol dimethyl ether; at 160 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201601245

Reference yield: 21.0%

N-(benzo[d][1,3]dioxol-4-ylmethyl)-2-(3,4-dimethoxyphen-yl)-ethan-1-amine (1095272-10-8) → 8-oxo-epiberberine (19716-60-0)

Guidance literature:

With Glyoxal; copper(II) sulfate; acetic acid; In water; for 3h; Heating / reflux;

Reference yield: 21.0%

Glyoxal (131543-46-9,107-22-2) + N-(benzo[d][1,3]dioxol-4-ylmethyl)-2-(3,4-dimethoxyphen-yl)-ethan-1-amine (1095272-10-8) → 8-oxo-epiberberine (19716-60-0)

Guidance literature:

With copper(II) sulfate; acetic acid; In water; for 3h; Reflux;

upstream raw materials:

6,7-dimethoxy-2-(5-methoxy-benzo[1,3]dioxole-4-carbonyl)-1-methylene-1,2,3,4-tetrahydro-isoquinoline

N-(benzo[d][1,3]dioxol-4-ylmethyl)-2-(3,4-dimethoxyphen-yl)-ethan-1-amine

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

5-bromo-benzo[1,3]dioxole-4-carbaldehyde

Downstream raw materials:

Epiberberine

Refernces

• 1、 Zhou, Shiqiang,Tong, Rongbiao. "A General, Concise Strategy that Enables Collective Total Syntheses of over 50 Protoberberine and Five Aporhoeadane Alkaloids within Four to Eight Steps". . p. 7084 - 7089. Retrieved 2016/05/19.
• 2、 -. "COMPOUNDS, COMPOSITIONS AND METHODS FOR REDUCING LIPID LEVELS". Page/Page column 43. . Retrieved 2009/03/07.