Vilmorrianine C

Base Information

• Chemical Name: Vilmorrianine C
• CAS No.: 73870-35-6
• Molecular Formula: C35H49NO9
• Molecular Weight: 627.775
• Mol file: 73870-35-6.mol

Synonyms:11aH-12,3,6a-Ethanylylidene-7,9-methanonaphth[2,3-b]azocine,aconitane-8,14-diol deriv.;Forresaconitine;foresaconitine;Chasmanine 8-acetate 14-(p-methoxybenzoate);3,13,15-Trideoxyjesaconitine;

Chemical Property of Vilmorrianine C

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 663.366°C at 760 mmHg
• PKA: 6.30±0.70(Predicted)
• Flash Point: 354.991°C
• PSA: 101.99000
• Density: 1.26
• LogP: 3.53810

Purity/Quality:

98%Min ^*data from raw suppliers

Foresaconitine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Foresaconitine is a diterpenoid alkaloid and is a derivative of aconitine. Aconitine (A189875), is extracted from medicinal plants and has been used in the treatment of rheumatism.

Technology Process of Vilmorrianine C

There total 3 articles about Vilmorrianine C 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: 88.0%

3,13,15-tri-O-(S-methyl)thiocarbonyljesaconitine (139617-08-6) → 3,13,15-trideoxyjesaconitine (73870-35-6)

Guidance literature:

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

DOI:10.1248/cpb.39.2803

Reference yield:

acetic anhydride (108-24-7) + acoforesticine (110011-76-2) → vilmorrianine C (73870-35-6)

Guidance literature:

With toluene-4-sulfonic acid;

Reference yield:

jesaconitine (16298-90-1) → 3,13,15-trideoxyjesaconitine (73870-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH, imidazole / 1) THF, 0 deg C, 30 min, 2) 1.5h, reflux

2: 88 percent / n-Bu₃SnH / benzene / 4 h / Heating

With 1H-imidazole; tri-n-butyl-tin hydride; sodium hydride; In benzene;

DOI:10.1248/cpb.39.2803

upstream raw materials:

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

jesaconitine

acetic anhydride

acoforesticine

Downstream raw materials:

4-methoxybenzoic acid

Chasmanin

Refernces

• 1、 Joshi, Balawant, S.,Wunderlich, John K.,Pelletier, S. William. "13C Nuclear magnetic resonance spectroscopy in the elucidation of structures of diterpenoid alkaloids". . p. 99 - 103. Retrieved 2007/10/02.