12-benzoyloxy-11-hydroxyabieta-8,11,13-triene

Base Information

• Chemical Name: 12-benzoyloxy-11-hydroxyabieta-8,11,13-triene
• CAS No.: 62393-73-1
• Molecular Formula: C₂₇H₃₄O₃
• Molecular Weight: 406.565
• Mol file: 62393-73-1.mol

Synonyms:12-benzoyloxy-11-hydroxyabieta-8,11,13-triene

Chemical Property of 12-benzoyloxy-11-hydroxyabieta-8,11,13-triene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 12-benzoyloxy-11-hydroxyabieta-8,11,13-triene

There total 10 articles about 12-benzoyloxy-11-hydroxyabieta-8,11,13-triene 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: 71.4%

ferruginol (514-62-5) + dibenzoyl peroxide (94-36-0) → 12-benzoyloxy-11-hydroxyabieta-8,11,13-triene (62393-73-1)

Guidance literature:

In chloroform; at 20 ℃; for 7h;

DOI:10.1016/S0968-0896(00)00253-4

Reference yield:

12-(benzyloxy)abieta-8,11,13-trien-18-al (62691-18-3) → 12-benzoyloxy-11-hydroxyabieta-8,11,13-triene (62393-73-1)

Guidance literature:

Multi-step reaction with 3 steps

1: N₂H₄*H₂O, NaOH / bis-(2-hydroxy-ethyl) ether / 195 - 200 °C

2: H₂, aq. HCl / Pd-C / acetic acid

3: CHCl₃

With hydrogenchloride; sodium hydroxide; hydrogen; hydrazine hydrate; palladium on activated charcoal; In chloroform; acetic acid; diethylene glycol;

DOI:10.1246/bcsj.50.266

Reference yield:

12-Benzyloxyabieta-8,11,13-trien (62691-19-4) → 12-benzoyloxy-11-hydroxyabieta-8,11,13-triene (62393-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, aq. HCl / Pd-C / acetic acid

2: CHCl₃

With hydrogenchloride; hydrogen; palladium on activated charcoal; In chloroform; acetic acid;

DOI:10.1246/bcsj.50.266

upstream raw materials:

ferruginol

dibenzoyl peroxide

O-methyl ferruginol

(4aS,10aS)-7-isopropyl-6-methoxy-1,1,4a-trimethyl-1,2,3,4,4a,10a-hexahydrophenanthrene

Downstream raw materials:

11-Acetoxy-12-benzoyloxyabieta-8,11,13-trien

12-Benzoyloxyabieta-8,12-dien-11,14-dion

12-Benzyloxy-11-methoxyabieta-8,11,13-trien

11-Benzyloxy-12-methoxyabieta-8,11,13-trien

Refernces

• 1、 Yang, Zhixiang,Kitano, Yoshikazu,Chiba, Kazuhiro,Shibata, Naohiro,Kurokawa, Hiroshi,Doi, Yohei,Arakawa, Yoshichika,Tada, Masahiro. "Synthesis of variously oxidized abietane diterpenes and their antibacterial activities against MRSA and VRE". . p. 347 - 356. Retrieved 2007/10/03.