8-acetyl-14-benzoylchasmanine

Base Information

• Chemical Name: 8-acetyl-14-benzoylchasmanine
• CAS No.: 4296-54-2
• Molecular Formula: C34H47NO8
• Molecular Weight: 597.7389
• Mol file: 4296-54-2.mol

Synonyms:8-Acetyl-14-benzoylneolin;Acetylbenzoylchasmanin;8-Acetyl-14-benzoylchasmanine;3,13,15-trideoxyaconitine;

Chemical Property of 8-acetyl-14-benzoylchasmanine

Chemical Property:

• Vapor Pressure: 7.49E-16mmHg at 25°C
• Boiling Point: 631.4°Cat760mmHg
• PKA: 6.38±0.70(Predicted)
• Flash Point: 335.7°C
• PSA: 92.76000
• Density: 1.25g/cm³
• LogP: 3.52950

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-acetyl-14-benzoylchasmanine

There total 9 articles about 8-acetyl-14-benzoylchasmanine 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: 83.0%

3,13,15-tri-O-(S-methyl)thiocarbonylaconitine (139617-13-3) → 8-acetyl-14-benzoylchasmanine (4296-54-2)

Guidance literature:

With tri-n-butyl-tin hydride; In benzene; for 4h; Heating;

DOI:10.1248/cpb.39.2803

Reference yield: 25.0%

8-acetyl-14-benzoylezochasmanine (77757-14-3) → 8-acetyl-14-benzoylchasmanine (4296-54-2) + 1-demethoxy-3,13,15-trideoxyaconitine

Guidance literature:

With hydrogen; platinum(IV) oxide;

Reference yield:

benzoyl chloride (98-88-4) → 8-acetyl-14-benzoylchasmanine (4296-54-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 68 percent / pyridine / 2 h / -18 °C

2: 83 percent / pyridine

3: p-TsOH / 2 h / 85 - 92 °C

4: Zn, HOAc / 5 h / Ambient temperature

5: 59 percent / H₂(g) / PtO₂

With pyridine; hydrogen; toluene-4-sulfonic acid; acetic acid; zinc; platinum(IV) oxide;

upstream raw materials:

3,13,15-tri-O-(S-methyl)thiocarbonylaconitine

8-acetyl-14-benzoylezochasmanine

benzoyl chloride

aconitine

Refernces

• 1、 Takayama, Hiromitsu,Ito, Miyuki,Koga, Miyuki,Sakai, Shin-ichiro,Okamoto, Toshihiko. "STRUCTURE OF EZOCHASMANINE, EZOCHASMACONITINE, ANISOEZOCHASMACONITINE AND SYNTHESIS OF VILMORRIANINE A". . p. 403 - 408. Retrieved 2007/10/02.