72345-34-7 Usage
Description
(2S,3S)-(+)-2-ALLYL-3-HYDROXY-2-METHYLCYCLOPENTANONE is a chiral cyclopentanone derivative featuring two stereocenters at the 2nd and 3rd positions, designated as 2S and 3S. This chemical compound is characterized by the presence of "2-allyl-3-hydroxy-2-methyl" functional groups attached to the cyclopentanone ring. It has garnered interest in the fields of organic synthesis and medicinal chemistry due to its potential applications and biological activities.
Uses
Used in Organic Synthesis:
(2S,3S)-(+)-2-ALLYL-3-HYDROXY-2-METHYLCYCLOPENTANONE is utilized as a key intermediate in organic synthesis for the creation of more complex molecules. Its unique structure and functional groups make it a valuable building block for developing new compounds with a range of potential applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2S,3S)-(+)-2-ALLYL-3-HYDROXY-2-METHYLCYCLOPENTANONE is employed as a precursor for the synthesis of pharmaceutically relevant molecules. Its chiral nature and specific functional groups contribute to the development of enantiomerically pure drugs with improved efficacy and reduced side effects.
Used in Antifungal Applications:
(2S,3S)-(+)-2-ALLYL-3-HYDROXY-2-METHYLCYCLOPENTANONE has demonstrated antifungal properties, making it a potential candidate for use in antifungal agents. It can be utilized in the development of new treatments for fungal infections, offering an alternative to existing antifungal drugs.
Used in Antimicrobial Applications:
The antimicrobial activity of (2S,3S)-(+)-2-ALLYL-3-HYDROXY-2-METHYLCYCLOPENTANONE also positions it as a candidate for use in antimicrobial agents. It can contribute to the development of new antibiotics or disinfectants to combat bacterial infections, particularly in the context of increasing antibiotic resistance.
Used in Pharmaceutical Industry:
(2S,3S)-(+)-2-ALLYL-3-HYDROXY-2-METHYLCYCLOPENTANONE is used in the pharmaceutical industry as a starting material for the synthesis of drug candidates. Its unique structural features and biological activities make it a promising compound for the development of novel therapeutic agents with potential applications in various medical conditions.
Used in Industrial Applications:
Beyond its uses in medicine, (2S,3S)-(+)-2-ALLYL-3-HYDROXY-2-METHYLCYCLOPENTANONE can also find applications in various industrial sectors. Its chemical properties and reactivity make it suitable for use in the synthesis of specialty chemicals, materials, and other products that require specific functional groups and chiral centers.
Check Digit Verification of cas no
The CAS Registry Mumber 72345-34-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,2,3,4 and 5 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 72345-34:
(7*7)+(6*2)+(5*3)+(4*4)+(3*5)+(2*3)+(1*4)=117
117 % 10 = 7
So 72345-34-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H14O2/c1-3-6-9(2)7(10)4-5-8(9)11/h3,7,10H,1,4-6H2,2H3/t7-,9-/m0/s1
72345-34-7Relevant articles and documents
Highly stereocontrolled reduction of 1,3-cyclopentanediones using oxazaborolidine -BH3
Shimizu, Makoto,Yamada, Shunsuke,Fujita, Yoshifumi,Kobayashi, Fumiko
, p. 3883 - 3886 (2000)
Highly enantioselective reduction of 1,3-cyclopentanediones was conducted using an oxazaborolidine derived from L-threonine and a borane complex to give either 1,3-cyclopentanediols or 3-hydroxycyclopentanones in high enantiomeric purity by choosing appropriate reduction conditions. Copyright (C) 2000 Elsevier Science Ltd.
Structure-Guided Directed Evolution of a Carbonyl Reductase Enables the Stereoselective Synthesis of (2 S,3 S)-2,2-Disubstituted-3-hydroxycyclopentanones via Desymmetric Reduction
Li, Juan,Feng, Jinhui,Chen, Xi,Gong, Jingyao,Cui, Yunfeng,Zhang, Hongliu,Bu, Dandan,Wu, Qiaqing,Zhu, Dunming
supporting information, p. 3444 - 3448 (2020/05/19)
In this study, an engineered carbonyl reductase (M4) was obtained through structure-guided directed evolution of a carbonyl reductase (SSCR) from Sporobolomyces salmonicolor AKU4429. Mutant M4 showed 23.9-fold enhancement of enzyme activity toward the model substrate 2-methyl-2-benzyl-1,3-cyclopentanedione, affording the (2S,3S)-stereoisomer in >98percent ratio. This variant also showed excellent stereoselectivity toward most of the tested substrates, offering a valuable biocatalyst for the stereoselective reduction of these cyclic diketones to access the corresponding (2S,3S)-2,2-disubstituted-3-hydroxyketones.
Synthetic Studies on Enantioselective Total Synthesis of Cyathane Diterpenoids: Cyrneines A and B, Glaucopine C, and (+)-Allocyathin B2
Wu, Guo-Jie,Zhang, Yuan-He,Tan, Dong-Xing,He, Long,Cao, Bao-Chen,He, Yu-Peng,Han, Fu-She
, (2019/03/19)
The details for the synthetic studies on enantioselective total synthesis of cyathane diterpenoids cyrneine A (1) and B (2), glaucopine C (3), and (+)-allocyathin B2 are presented. We established a mild Suzuki coupling for heavily substituted n