Cyclopentanone, 3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethyl-

Base Information

• Chemical Name: Cyclopentanone, 3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethyl-
• CAS No.: 243117-90-0
• Molecular Formula: C17H24O3
• Molecular Weight: 276.376
• DSSTox Substance ID: DTXSID40464844
• Nikkaji Number: J2.459.344D
• Mol file: 243117-90-0.mol

Synonyms:243117-90-0;Cyclopentanone, 3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethyl-;DTXSID40464844

Chemical Property of Cyclopentanone, 3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethyl-

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 276.17254462
• Heavy Atom Count: 20
• Complexity: 376

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1OC)C2(CCC(=O)C2(C)C)C)OC

Technology Process of Cyclopentanone, 3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethyl-

There total 13 articles about Cyclopentanone, 3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethyl- 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: 96.0%

3-(2,5-dimethoxy-4-methyl-phenyl)-2,2,3-trimethyl-cyclopentanol (878774-38-0) → (+/-)-3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethylcyclopentanone (243117-90-0)

Guidance literature:

With silica gel; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.12.071

Reference yield: 92.0%

4-(2,5-dimethoxy-4-methylphenyl)-4,5,5-trimethyl-cyclopent-2-enone (678149-59-2) → (+/-)-3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethylcyclopentanone (243117-90-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h; under 760 Torr;

DOI:10.1055/s-2003-45003

Reference yield: 91.0%

3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethylcyclopentanol → (+/-)-3-(2,5-dimethoxy-4-methylphenyl)-2,2,3-trimethylcyclopentanone (243117-90-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2010.02.072

upstream raw materials:

4-(2,5-dimethoxy-4-methylphenyl)-4,5,5-trimethyl-cyclopent-2-enone

3-(2,5-dimethoxy-4-methyl-phenyl)-2,2,3-trimethyl-cyclopentanol

3,3,4-trimethyl-4-(2,5-dimethoxy-4-methylphenyl)cyclopentene

1-(2,5-dimethoxy-4-methyl-phenyl)-2,2-dimethyl-cyclopent-3-enecarbaldehyde

Downstream raw materials:

(+/-)-cuparene-1,,4-quinone

4-methoxy-5-methyl-2-(1,2,2-trimethylcyclopentyl)phenol

1-(2,5-dimethoxy-4-methylphenyl)-1,2,2-trimethyl-cyclopentane

Refernces

• 1、 Luján-Montelongo, Jesús Armando,ávila-Zárraga, José G.. "Palladium (II) catalyzed 5-endo epoxynitrile cyclizations: total syntheses of enokipodins A and B". supporting information; experimental part. p. 2232 - 2236. Retrieved 2010/05/19.
• 2、 Srikrishna,Vasantha Lakshmi,Ravikumar. "The first total synthesis of (±)-lagopodin A". . p. 1277 - 1281. Retrieved 2007/10/03.