15-HYDROXY-7-OXODEHYDROABIETICACID

Base Information

• Chemical Name: 15-HYDROXY-7-OXODEHYDROABIETICACID
• CAS No.: 95416-25-4
• Molecular Formula: C20H26O4
• Molecular Weight: 330.424
• Mol file: 95416-25-4.mol

Synonyms:Tetradecahydro-7-isopropyl-1,4a-dimethylphenanthren-1-methanol;7-oxo-15-hydroxydehydroabietic acid;Tetrahydroabietyl alcohol;Tetrahydroabietinol;15-hydroxy-7-oxo-8,11,13-abietatrien-18-oic acid;Abietyl alcohol,tetrahydro;15-hydroxy-7-oxodehydroabietic acid;

Chemical Property of 15-HYDROXY-7-OXODEHYDROABIETICACID

Chemical Property:

• PSA: 74.60000
• LogP: 3.64910

Purity/Quality:

98%min ^*data from raw suppliers

15-Hydroxy-7-oxodehydroabieticacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 15-HYDROXY-7-OXODEHYDROABIETICACID

There total 3 articles about 15-HYDROXY-7-OXODEHYDROABIETICACID 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%

methyl 15-hydroxy-7-oxo-8,11,13-abietatrien-18-oate (60188-95-6) → 15-hydroxy-7-oxo-8,11,13-abietatrien-18-oic acid (95416-25-4)

Guidance literature:

With water; sodium hydroxide; In ethanol; for 8h; Reflux;

DOI:10.1016/j.tetlet.2010.05.090

Reference yield:

dehydroabietic acid (1740-19-8) → 7β-hydroxyabieta-8,11,13-trien-18-oic acid (73609-55-9) + 7-oxy-8,11,13-abietatrien-18-oic acid (18684-55-4,155473-19-1) + 15-hydroxydehydroabietic acid (54113-95-0) + 15-hydroxy-7-oxo-8,11,13-abietatrien-18-oic acid (95416-25-4)

Guidance literature:

With Rhodococcus erythropolis IEGM 267; Microbiological reaction;

DOI:10.1070/MC2001v011n02ABEH001414

Reference yield:

dehydroabietic acid (1740-19-8) + acetic anhydride (108-24-7) → 13-acetyl-7-oxo-8,11,13-podocarpatrien-18-oic acid (120591-53-9) + 15-hydroxy-7-oxo-8,11,13-abietatrien-18-oic acid (95416-25-4) + 15-acetoxy-7-oxo-8,11,13-abietatrien-18-oic acid

Guidance literature:

With chromium(VI) oxide; methanol; Yield given. Multistep reaction. Yields of byproduct given; 1.) 15-25 deg C, 3 h; 2.) 10-15 deg C, 1 h;

DOI:10.1246/bcsj.61.723

upstream raw materials:

dehydroabietic acid

acetic anhydride

methyl 15-hydroxy-7-oxo-8,11,13-abietatrien-18-oate

Downstream raw materials:

((1R,4aS,10aR)-7-Methoxy-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthren-1-yl)-diphenyl-methanol

methyl 15-hydroxy-7-oxo-8,11,13-abietatrien-18-oate

Refernces

• 1、 Vorob'ev,Grishko,Ivshina,Shmidt,Pokrovskii,Kuyukina,Tolstikov. "Microbial transformations of diterpene acids". . p. 72 - 73. Retrieved 2007/10/03.