Acetic acid 13-methylpodocarpa-8,11,13-trien-12-yl ester

Base Information

• Chemical Name: Acetic acid 13-methylpodocarpa-8,11,13-trien-12-yl ester
• CAS No.: 15340-78-0
• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.441
• Mol file: 15340-78-0.mol

Synonyms:Acetic acid 13-methylpodocarpa-8,11,13-trien-12-yl ester

Chemical Property of Acetic acid 13-methylpodocarpa-8,11,13-trien-12-yl ester

Chemical Property:

• Melting Point: 102-103 °C
• Boiling Point: 383.8±31.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.017±0.06 g/cm3(Predicted)
• LogP: 4.95050

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 13-methylpodocarpa-8,11,13-trien-12-yl ester

There total 13 articles about Acetic acid 13-methylpodocarpa-8,11,13-trien-12-yl ester 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: 91.0%

12-acetyl-15,16-dinorpimara-8,11,13-triene (949466-06-2) → 12-acetoxy-15,16-dinor-pymara-8,11,13-triene (15340-78-0)

Guidance literature:

With urea-hydrogen peroxide; trifluoroacetic anhydride; at 20 ℃; for 24h;

DOI:10.1055/s-2007-982533

Reference yield: 90.0%

15,16-dinorpimara-8,11,13-trien-12-ol (72444-79-2) + acetic anhydride (108-24-7) → 12-acetoxy-15,16-dinor-pymara-8,11,13-triene (15340-78-0)

Guidance literature:

With pyridine; for 3h; Heating;

DOI:10.1039/a708795k

Reference yield:

8-hydroxy-15,16-dinor-labdan-13-one (16736-51-9) → 12-acetoxy-15,16-dinor-pymara-8,11,13-triene (15340-78-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / HI / benzene / 6 h / 85 °C

2: 90 percent / SnCl₄ / 0.7 h / 85 °C

3: 91 percent / urea-hydrogen peroxide; TFAA / 24 h / 20 °C

With urea-hydrogen peroxide; hydrogen iodide; trifluoroacetic anhydride; tin(IV) chloride; In benzene; 2: Friedel-Crafts acylation / 3: Baeyer-Villiger oxidation;

DOI:10.1055/s-2007-982533

upstream raw materials:

15,16-dinorpimara-8,11,13-trien-12-ol

acetic anhydride

12-acetyl-15,16-dinorpimara-8,11,13-triene

8-hydroxy-15,16-dinor-labdan-13-one

Downstream raw materials:

nimbiol

Refernces

• 1、 Marcos,Beneitez,Moro,Basabe,Díez,Urones. "Lateral lithiation in terpenes: Synthesis of (+)-ferruginol and (+)-sugiol". . p. 7773 - 7780. Retrieved 2010.