11,12-Dimethoxy-8,11,13-abietatrien-20,7-olide

Base Information

• Chemical Name: 11,12-Dimethoxy-8,11,13-abietatrien-20,7-olide
• CAS No.: 25460-12-2
• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.478
• Wikidata: Q104938585
• Mol file: 25460-12-2.mol

Synonyms:11,12-Dimethoxy-8,11,13-abietatrien-20,7-olide;CHEBI:174807;3,4-dimethoxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

Chemical Property of 11,12-Dimethoxy-8,11,13-abietatrien-20,7-olide

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 358.21440943
• Heavy Atom Count: 26
• Complexity: 571

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C1=C(C(=C2C(=C1)C3CC4C2(CCCC4(C)C)C(=O)O3)OC)OC

Technology Process of 11,12-Dimethoxy-8,11,13-abietatrien-20,7-olide

There total 4 articles about 11,12-Dimethoxy-8,11,13-abietatrien-20,7-olide 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: 55.7%

carnosol (5957-80-2) + dimethyl sulfate (77-78-1) → 11,12-Di-O-methylcarnosol (25460-12-2)

Guidance literature:

With potassium carbonate; In acetone; at 0 ℃; for 5h; Darkness; Inert atmosphere;

DOI:10.1080/14786419.2019.1678614

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: 21.5%

carnosol (5957-80-2) + methyl iodide (74-88-4) → 11,12-Di-O-methylcarnosol (25460-12-2)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 48h; Inert atmosphere; Darkness;

upstream raw materials:

carnosol

methyl iodide

dimethyl sulfate

Refernces

• 1、 Luis, Javier G.,Andres, Lucia S.,Fletcher, Winston Q.,Lahlou, El Hassane,Perales, Aurea. "Rearrangement of methyl 11,12-di-O-methyl-6,7-didehydrocarnosate in basic medium. Easy hemisynthesis of miltirone". . p. 2207 - 2211. Retrieved 1996.
• 2、 -. "Application of dimethyl carnosol in preparation of medicine for treating cachexia disease". Paragraph 0163. . Retrieved 2021/08/14.
• 3、 -. "Dimethyl deuterated carnosol, preparation method thereof and application of dimethyl deuterated carnosol in preparation of medicine for treating cachexia". Paragraph 0163. . Retrieved 2021/08/14.