11,12-dimethoxy-abieta-6,8,11,13-tetraen-20-oic acid methyl ester

Base Information

• Chemical Name: 11,12-dimethoxy-abieta-6,8,11,13-tetraen-20-oic acid methyl ester
• CAS No.: 85514-25-6
• Molecular Formula: C₂₃H₃₂O₄
• Molecular Weight: 372.505
• Mol file: 85514-25-6.mol

Synonyms:11,12-dimethoxy-abieta-6,8,11,13-tetraen-20-oic acid methyl ester

Chemical Property of 11,12-dimethoxy-abieta-6,8,11,13-tetraen-20-oic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11,12-dimethoxy-abieta-6,8,11,13-tetraen-20-oic acid methyl ester

There total 2 articles about 11,12-dimethoxy-abieta-6,8,11,13-tetraen-20-oic acid methyl 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: 53.0%

carnosol (5957-80-2) + methyl iodide (74-88-4) → 11,12-Di-O-methylcarnosol (25460-12-2) + 11,12-dimethoxy-abieta-6,8,11,13-tetraen-20-oic acid methyl ester (85514-25-6)

Guidance literature:

With potassium carbonate; In acetone; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88671-3

Reference yield:

carnosol (5957-80-2) + methyl iodide (74-88-4) → 11,12-Di-O-methylcarnosol (25460-12-2) + 11,12-dimethoxy-abieta-6,8,11,13-tetraen-20-oic acid methyl ester (85514-25-6) + (4aR,10aS)-5-Hydroxy-7-isopropyl-6-methoxy-1,1-dimethyl-1,3,4,10a-tetrahydro-2H-phenanthrene-4a-carboxylic acid methyl ester

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; acetone; at 7 - 10 ℃; for 6h; Yield given. Yields of byproduct given;

Reference yield: 82.0%

11,12-dimethoxy-abieta-6,8,11,13-tetraen-20-oic acid methyl ester (85514-25-6) + 3-chloro-benzenecarboperoxoic acid (937-14-4) → methyl (4aR,9R,10R,10aS)-9,10-Dihydroxy-7-isopropyl-5,6-dimethoxy-1,1-dimethyl-1,3,4,9,10,10a-hexahydrophenanthrene-4a-(2H)-carboxylate + methyl (4aR,9S,10R,10aS)-9-[(3-Chlorobenzoyl)oxy]-10-hydroxy-7-isopropyl-5,6-dimethoxy-1,1-dimethyl-1,3,4,9,10,10ahexahydrophenanthrene-4a(2H)-carboxylate + methyl (4aR,9S,10R,10aS)-10-[(3-Chlorobenzoyl)oxy]-9-hydroxy-7-isopropyl-5,6-dimethoxy-1,1-dimethyl-1,3,4,9,10,10a-hexahydrophenanthrene-4a(2H)-carboxylate

Guidance literature:

In water; acetonitrile; Solvent; Inert atmosphere;

DOI:10.1021/acs.joc.7b02369

upstream raw materials:

carnosol

methyl iodide

Downstream raw materials:

miltirone