Evonine

Base Information

• Chemical Name: Evonine
• CAS No.: 33458-82-1
• Molecular Formula: C38H47NO18
• Molecular Weight: 805.7757
• Mol file: 33458-82-1.mol

Synonyms:ent-(111S,5R)-11β,12β,16α,18β,19β,114-hexaacetoxy-15,11-epoxy-14-hydroxy-5r,6t-dimethyl-(13βH,17βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-3,7-dione;8α-acetoxy-8-deoxo-evonine;

Chemical Property of Evonine

Chemical Property:

• Boiling Point: 799.6°Cat760mmHg
• PKA: 11.75±0.70(Predicted)
• Flash Point: 437.4°C
• PSA: 252.75000
• Density: 1.4g/cm³
• LogP: 1.03350

Purity/Quality:

≥98% ^*data from raw suppliers

Euonymine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Evonine

There total 5 articles about Evonine 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:

acetic anhydride (108-24-7) + hexadesacetyleuomynine (33458-84-3) → euonymine (33458-82-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 24 ℃; for 36h; Inert atmosphere;

DOI:10.1021/jacs.1c11038

Reference yield:

C50H87NO14SSi3 → euonymine (33458-82-1)

Guidance literature:

Multi-step reaction with 5 steps

1: trimethyltin(IV) hydroxide / chlorobenzene / 24 h / 23 - 100 °C / Inert atmosphere

2: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; dmap / N,N-dimethyl-formamide / 6 h / 23 - 80 °C / Inert atmosphere

3: Raney nickel / N,N-dimethyl-formamide; ethanol / 3 h / 24 °C / Inert atmosphere

4: acetic acid; water / 16 h / 100 °C / Inert atmosphere

5: triethylamine; dmap / dichloromethane / 36 h / 24 °C / Inert atmosphere

With dmap; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; acetic acid; triethylamine; trimethyltin(IV) hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; chlorobenzene;

DOI:10.1021/jacs.1c11038

Reference yield:

C49H85NO14SSi3 → euonymine (33458-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; dmap / N,N-dimethyl-formamide / 6 h / 23 - 80 °C / Inert atmosphere

2: Raney nickel / N,N-dimethyl-formamide; ethanol / 3 h / 24 °C / Inert atmosphere

3: acetic acid; water / 16 h / 100 °C / Inert atmosphere

4: triethylamine; dmap / dichloromethane / 36 h / 24 °C / Inert atmosphere

With dmap; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; acetic acid; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jacs.1c11038

upstream raw materials:

acetic anhydride

hexadesacetyleuomynine

Refernces