74954-71-5 Usage
Uses
Used in Pharmaceutical Industry:
3-(S)-HYDROXY-2-PIPERIDONE is used as a key intermediate in the synthesis of alkaloids, specifically (S)-3-Hydroxypiperidin-2-one and its O-TBS protected derivatives. These alkaloids have potential applications in the development of new drugs for various therapeutic areas, including central nervous system disorders, cardiovascular diseases, and cancer.
In the synthesis of alkaloids, 3-(S)-HYDROXY-2-PIPERIDONE serves as a crucial building block due to its unique structural features, which can be further modified to create a diverse range of bioactive compounds with potential pharmaceutical applications.
Check Digit Verification of cas no
The CAS Registry Mumber 74954-71-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,4,9,5 and 4 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 74954-71:
(7*7)+(6*4)+(5*9)+(4*5)+(3*4)+(2*7)+(1*1)=165
165 % 10 = 5
So 74954-71-5 is a valid CAS Registry Number.
74954-71-5Relevant academic research and scientific papers
A new synthesis of alkaloid (S)-3-hydroxypiperidin-2-one and its O-TBS protected derivative
Huang, Pei-Qiang,Chen, Guo,Zheng, Xiao
, p. 499 - 501 (2008/03/29)
(Chemical Equation Presented) From the known lactone (S)-4, easily derived from L-glutamic acid, a scalable approach to chiral building block O-silylated 3-hydroxypiperidin-2-one 3 and alkaloid 1 was achieved in five and six-steps respectively. The key st
Enantioselective synthesis of 3-hydroxypiperidin-2-ones
Gibbs, Gary,Hateley, Martin J.,McLaren, Lee,Welham, Matthew,Willis, Christine L.
, p. 1069 - 1072 (2007/10/03)
An efficient synthesis of (S)- and (R)-3-hydroxypiperidin-2-ones from methyl 5-nitro-2-oxopentanoate is described. A one-pot enzyme catalysed hydrolysis of the ester and reduction of the ketone gave enantiopure 2- hydroxy-5-nitropentanoic acids which on esterification, catalytic hydrogenation over a platinum(IV) oxide catalyst and intramolecular: cyclisation gave the target compounds in 93% overall yield and >99% ee.