188109-89-9 Usage
Description
(2S,4S)-4-methylsulfanyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester is a chiral, pyrrolidine and carboxylic acid derivative that features a tert-butyl ester functional group and a methylsulfanyl group. Its (2S,4S) configuration denotes the stereochemistry of the molecule, which is significant for its potential biological or pharmacological properties. (2S,4S)-4-methylsulfanyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester is also considered a building block in organic synthesis for constructing more complex molecules.
Uses
Used in Pharmaceutical Industry:
(2S,4S)-4-methylsulfanyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester is used as a chiral building block for the synthesis of pharmaceutical compounds due to its unique stereochemistry and functional groups that can be incorporated into drug molecules.
Used in Organic Synthesis:
In the field of organic synthesis, (2S,4S)-4-methylsulfanyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester serves as an intermediate for creating larger and more complex molecules, taking advantage of its reactive functional groups and chiral centers.
Check Digit Verification of cas no
The CAS Registry Mumber 188109-89-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,8,1,0 and 9 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 188109-89:
(8*1)+(7*8)+(6*8)+(5*1)+(4*0)+(3*9)+(2*8)+(1*9)=169
169 % 10 = 9
So 188109-89-9 is a valid CAS Registry Number.
188109-89-9Relevant articles and documents
Internal Activation of Peptidyl Prolyl Thioesters in Native Chemical Ligation
Gui, Yue,Qiu, Lingqi,Li, Yaohao,Li, Hongxing,Dong, Suwei
, p. 4890 - 4899 (2016/05/10)
Prolyl thioesters have shown significantly lower reactivities in native chemical ligation (NCL) in comparison to that of the alanyl thioester. This report describes a mild and efficient internal activation protocol of peptidyl prolyl thioesters in NCL without using any thiol-based additives, where the introduction of a 4-mercaptan substituent on the C-terminal proline significantly improves the reactivity of prolyl thioesters via the formation of a bicyclic thiolactone intermediate. The kinetic data indicate that the reaction rate is comparable to that of the reported data of alanyl thioesters, and the mechanistic studies suggest that the ligation of two peptide segments proceeds through an NCL-like pathway instead of a direct aminolysis, which ensures the chemoselectivity and compatibility of various amino acid side chains. This 4-mercaptoprolyl thioester-based protocol also allows an efficient one-pot ligation-desulfurization procedure. The utility of this method has been further demonstrated in the synthesis of a proline-rich region of Wilms tumor protein 1.
HEPATITIS C INHIBITOR COMPOUNDS
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, (2012/05/04)
Compounds of Formula (I) and (II) wherein R1, R2, R3, R6, A and A' are defined herein. The compounds are useful as inhibitors of the function of NS5A protein encoded by HCV for the treatment of hepatitis C viral infection.
