9-Keto-cannabinoid methyl ether

Base Information

• Chemical Name: 9-Keto-cannabinoid methyl ether
• CAS No.: 135415-65-5
• Molecular Formula: C21H30O3
• Molecular Weight: 330.4611
• DSSTox Substance ID: DTXSID10928983
• Wikidata: Q82903807
• Mol file: 135415-65-5.mol

Synonyms:9-kcme;9-keto-cannabinoid methyl ether

Chemical Property of 9-Keto-cannabinoid methyl ether

Chemical Property:

• Vapor Pressure: 7.58E-08mmHg at 25°C
• Boiling Point: 437.3°C at 760 mmHg
• Flash Point: 210.1°C
• PSA: 35.53000
• Density: 1.03g/cm³
• LogP: 5.05170
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 330.21949481
• Heavy Atom Count: 24
• Complexity: 444

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC2=C(C3CC(=O)CCC3C(O2)(C)C)C(=C1)OC
• Isomeric SMILES: CCCCCC1=CC2=C([C@@H]3CC(=O)CC[C@H]3C(O2)(C)C)C(=C1)OC

Technology Process of 9-Keto-cannabinoid methyl ether

There total 3 articles about 9-Keto-cannabinoid methyl ether 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: 75.0%

(6aS,10aR)-(-)-1-methoxy-3-pentyl-6,6a,7,8,10,10a-hexahydro-6,6-dimethyl-9H-dibenzopyran-9-one (162678-93-5,135415-65-5) → (6aR,10aR)-(-)-1-methoxy-3-pentyl-6,6a,7,8,10,10a-hexahydro-6,6-dimethyl-9H-dibenzopyran-9-one (60761-08-2,135415-65-5)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1016/0040-4020(94)00995-7

Reference yield: 70.0%

4-(2-methoxy-4-pentyl-6-hydroxyphenyl)-6,6-dimethylbicyclo<3.1.1>heptan-2-one (162553-09-5) → (6aS,10aR)-(-)-1-methoxy-3-pentyl-6,6a,7,8,10,10a-hexahydro-6,6-dimethyl-9H-dibenzopyran-9-one (162678-93-5,135415-65-5)

Guidance literature:

With tin(IV) chloride; In chloroform; for 18h; Ambient temperature;

DOI:10.1016/0040-4020(94)00995-7

Reference yield:

→ (6aR,10aR)-(-)-1-methoxy-3-pentyl-6,6a,7,8,10,10a-hexahydro-6,6-dimethyl-9H-dibenzopyran-9-one (60761-08-2,135415-65-5)

Guidance literature:

Δ⁹⁽¹¹⁾-THC-1-methylether, 1) KMnO4, K2CO3, t-Butanol, 2) Na-metaperjodat;

DOI:10.1021/jo00804a024

upstream raw materials:

(6aS,10aR)-(-)-1-methoxy-3-pentyl-6,6a,7,8,10,10a-hexahydro-6,6-dimethyl-9H-dibenzopyran-9-one

4-(2-methoxy-4-pentyl-6-hydroxyphenyl)-6,6-dimethylbicyclo<3.1.1>heptan-2-one

Downstream raw materials:

(6aR,10aR)-(-)-1-methoxy-3-pentyl-6,6a,7,8,10,10a-hexahydro-6,6-dimethyl-9H-dibenzopyran-9-one