7686-77-3 Usage
Description
3-Cyclopentene-1-carboxylic acid, also known as 3-cyclopentene-1-COOH, is an organic compound characterized by a cyclopentene ring with a carboxylic acid functional group. It is a clear colorless to slightly yellow liquid and serves as a versatile intermediate in the synthesis of various pharmaceutical compounds.
Uses
Used in Pharmaceutical Industry:
3-Cyclopentene-1-carboxylic acid is used as an intermediate for the production of dolasetron mesylate, a medication primarily used to prevent nausea and vomiting associated with chemotherapy and postoperative recovery. Its role in the synthesis process is crucial for the development of this antiemetic drug, which helps improve the quality of life for patients undergoing these treatments.
As an intermediate, 3-Cyclopentene-1-carboxylic acid is essential in the chemical reactions that lead to the formation of the final drug product. Its unique structure and reactivity enable the creation of complex molecules with specific therapeutic properties, making it a valuable component in the pharmaceutical industry.
Check Digit Verification of cas no
The CAS Registry Mumber 7686-77-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,6,8 and 6 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 7686-77:
(6*7)+(5*6)+(4*8)+(3*6)+(2*7)+(1*7)=143
143 % 10 = 3
So 7686-77-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O2/c7-6(8)5-3-1-2-4-5/h1-2,5H,3-4H2,(H,7,8)/p-1
7686-77-3Relevant articles and documents
Schmid,Welkoff
, p. 254 (1967)
A green, economical synthesis of β-ketonitriles and trifunctionalized building blocks from esters and lactones
Pienaar, Daniel P.,Butsi, Kamogelo R.,Rousseau, Amanda L.,Brady, Dean
supporting information, p. 2930 - 2935 (2019/12/23)
The acylation of the acetonitrile anion with lactones and esters in ethereal solvents was successfully exploited using inexpensive KOt-Bu to obtain a variety of β-ketonitriles and trifunctionalized building blocks, including useful O-unprotected diols. It was discovered that lactones react to produce the corresponding derivatized cyclic hemiketals. Furthermore, the addition of a catalytic amount of isopropanol, or 18-crown-6, was necessary to facilitate the reaction and to reduce side-product formation under ambient conditions.
Enantioselective desymmetrization via carbonyl-directed catalytic asymmetric hydroboration and Suzuki-Miyaura cross-coupling
Hoang, Gia L.,Yang, Zhao-Di,Smith, Sean M.,Miska, Judy L.,Prez, Damaris E.,Zeng, Xiao Cheng,Takacs, James M.,Pal, Rhitankar,Pelter, Libbie S. W.
supporting information, p. 940 - 943 (2015/03/30)
The rhodium-catalyzed enantioselective desymmetrization of symmetric γ,δ-unsaturated amides via carbonyl-directed catalytic asymmetric hydroboration (directed CAHB) affords chiral secondary organoboronates with up to 98% ee. The chiral γ-borylated products undergo palladium-catalyzed Suzuki-Miyaura cross-coupling via the trifluoroborate salt with stereoretention.