20500-49-6 Usage
Description
3,3-DiMethyl-cyclopentanone is an organic compound that serves as a crucial intermediate in the synthesis of various complex molecules. It is characterized by its unique cyclic structure and the presence of two methyl groups at the 3rd carbon position, which contribute to its chemical properties and reactivity.
Uses
Used in Pharmaceutical Industry:
3,3-DiMethyl-cyclopentanone is used as a synthetic intermediate for the total synthesis of tremulenolide A and tremulenediol A. These complex molecules are of significant interest due to their potential biological activities and therapeutic applications. The compound plays a vital role in the cyclopropanation/Cope rearrangement process, which is a key step in the synthesis of these target molecules.
Synthesis Reference(s)
Synthesis, p. 330, 1995 DOI: 10.1055/s-1995-3909Tetrahedron Letters, 35, p. 7217, 1994 DOI: 10.1016/0040-4039(94)85364-9
Check Digit Verification of cas no
The CAS Registry Mumber 20500-49-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,5,0 and 0 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 20500-49:
(7*2)+(6*0)+(5*5)+(4*0)+(3*0)+(2*4)+(1*9)=56
56 % 10 = 6
So 20500-49-6 is a valid CAS Registry Number.
20500-49-6Relevant articles and documents
Cyclopentanone Synthesis by Intramolecular Carbon-Hydrogen Insertion of Diazo Ketones. A Diterpene-to-Steroid Skeleton Conversion
Wenkert, Ernest,Davis, Linda L.,Mylari, Banavara L.,Solomon, Mary F.,Silva, Roberto R. da,et al.
, p. 3242 - 3247 (2007/10/02)
Intramolecular carbon-hydrogen insertion on cupric sulfate assisted decomposition of diazomethyl ketones derived from four 1-methylcycloalkanecarboxylic acids and (hexahydrophenyl)acetic, homopivalic, and enanthic acids is shown to yield mostly cyclopentanones.The yields are appreciable in the conformationally favorable cases, and insertion in the solvent cyclohexane can be avoided by the use of Freon TF as the solvent.The conversion of a primaradienic diterpene into a 14-iso-16-androstanone derivative shows the power of the new method of cyclopentanone synthesis.
Studies on terpenes-7: A short route to a pentalenolactone e precursor
Exon, Christopher,Nobbs, Malcolm,Magnus, Philip
, p. 4515 - 4519 (2014/12/10)
The bicyclic enone 6 was converted into the adduct 13 by photochemical addition of allene, and then elaborated through a fragmentation sequence into the α-methylene ketone 17.