Cannabidiol-3-monomethyl ether

Base Information

• Chemical Name: Cannabidiol-3-monomethyl ether
• CAS No.: 1972-05-0
• Molecular Formula: C22H32 O2
• Molecular Weight: 328.495
• UNII: UDG7T94PXM
• DSSTox Substance ID: DTXSID30941477
• Nikkaji Number: J438.781C
• Wikidata: Q82918333
• ChEMBL ID: CHEMBL501210
• Mol file: 1972-05-0.mol

Synonyms:cannabidiol monomethyl ether;cannabidiol-3-monomethyl ether;cannabidiol-3-monomethyl ether, trans(+-)-isomer

Chemical Property of Cannabidiol-3-monomethyl ether

Chemical Property:

• Vapor Pressure: 1.4E-07mmHg at 25°C
• Boiling Point: 418°Cat760mmHg
• Flash Point: 142.1°C
• PSA: 29.46000
• Density: 0.988g/cm³
• LogP: 6.14950
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 328.240230259
• Heavy Atom Count: 24
• Complexity: 439

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=C(C(=C1)OC)C2C=C(CCC2C(=C)C)C)O
• Isomeric SMILES: CCCCCC1=CC(=C(C(=C1)OC)[C@@H]2C=C(CC[C@H]2C(=C)C)C)O

Technology Process of Cannabidiol-3-monomethyl ether

There total 28 articles about Cannabidiol-3-monomethyl 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: 62.0%

methyl magnesium iodide (917-64-6) + O-2797 (1242-67-7,22198-90-9) → Cannabidiol monomethyl ether (1972-05-0)

Guidance literature:

In diethyl ether; at 160 ℃; for 1.5h; under 112.511 Torr; Inert atmosphere;

DOI:10.1021/acs.orglett.7b03668

Reference yield: 51.0%

olivetol monomethyl ether (41408-15-5) + (1S,4R)-p-mentha-2,8-dien-1-ol (22972-51-6) → Cannabidiol monomethyl ether (1972-05-0)

Guidance literature:

With aluminum oxide; boron trifluoride diethyl etherate; In dichloromethane; at 40 - 41 ℃; for 0.00277778h;

DOI:10.1016/S0040-4039(00)98518-6

Reference yield: 43.0%

Phosphoric acid (5R,6R)-6-(2,6-dimethoxy-4-pentyl-phenyl)-5-isopropenyl-2-methyl-cyclohex-1-enyl ester diethyl ester (140633-48-3) → CBD (13956-29-1,521-37-9) + Cannabidiol monomethyl ether (1972-05-0)

Guidance literature:

With lithium; methylamine; In tetrahydrofuran; tert-butyl alcohol; at -10 ℃; for 1h;

DOI:10.1021/jo00039a022

upstream raw materials:

CBD

methyl iodide

olivetol monomethyl ether

(1S,4R)-p-mentha-2,8-dien-1-ol

Downstream raw materials:

cannabielsoin monomethyl ether

Refernces

• 1、 Caprioglio, Diego,Allegrone, Gianna,Pollastro, Federica,Valera, Stefano,Lopatriello, Annalisa,Collado, Juan A.,Munoz, Eduardo,Appendino, Giovanni,Taglialatela-Scafati, Orazio. "O-Methyl Phytocannabinoids: Semi-synthesis, Analysis in Cannabis Flowerheads, and Biological Activity". . p. 981 - 986. Retrieved 2019/08/20.
• 2、 Vaillancourt, Valerie,Albizati, Kim F.. "A One-Step Method for the α-Arylation of Camphor. Synthesis of (-)-Cannabidiol and (-)-Cannabidiol Dimethyl Ether". . p. 3627 - 3631. Retrieved 2007/10/02.