19-oxoeburnamonine

Base Information

• Chemical Name: 19-oxoeburnamonine
• CAS No.: 111687-23-1
• Molecular Formula: C₁₉H₂₀N₂O₂
• Molecular Weight: 308.38
• Mol file: 111687-23-1.mol

Synonyms:19-oxoeburnamonine

Chemical Property of 19-oxoeburnamonine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 19-oxoeburnamonine

There total 1 articles about 19-oxoeburnamonine 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: 43.0%

(+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one (80664-35-3) → (+/-)-Eburnamonine lactam (64585-83-7,110421-51-7,111687-23-1) + 3,3-dichloro-1,2-dehydroaspidospermidin-8-one (106367-82-2) + 3β-chloro-2β-hydroxy-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one (106375-27-3)

Guidance literature:

With cyanogen chloride; In 1,4-dioxane; at 25 ℃; for 20h;

DOI:10.1016/S0040-4020(01)87386-5

Reference yield:

(+/-)-Eburnamonine lactam (64585-83-7,110421-51-7,111687-23-1) → (-)-eburnamonine (2580-88-3,4880-88-0,53494-54-5,60384-17-0,71697-48-8,474-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether

2: CrO₃, pyridine

With pyridine; chromium(VI) oxide; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1039/c39850000184

Reference yield:

19-oxoeburnamonine (111687-23-1) → vinburnine (4880-88-0)

Guidance literature:

With pyridine; chromium(VI) oxide; lithium aluminium tetrahydride; Yield given. Multistep reaction; 1) ether, reflux, 2 h 2) r.t., 30 min;

DOI:10.1021/jo00289a025

upstream raw materials:

(+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one

Downstream raw materials:

vinburnine

eburnamine

14,15-dihydroeburnamenin-14-ol

(-)-eburnamonine

Refernces