195964-65-9 Usage
Description
(2S)-5-Allyl-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) 2-methyl ester is a chiral pyrrolidine derivative of the amino acid proline, featuring an allyl and a tert-butyl group attached to its backbone. This ester form of the compound enhances its lipophilicity, facilitating cell membrane penetration and making it a valuable asset in drug design and development.
Uses
Used in Pharmaceutical Synthesis:
(2S)-5-Allyl-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) 2-methyl ester serves as a key precursor in the synthesis of various pharmaceuticals and biologically active compounds. Its unique structural features and chirality contribute to the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry Research:
As a chiral molecule with two stereoisomers, the (2S) isomer of (2S)-5-Allyl-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) 2-methyl ester is more stable and prevalent, making it an important subject of study in medicinal chemistry. Researchers can explore its specific chemical and biological properties to advance the understanding of drug action and optimize drug candidates.
Used in Drug Design:
The addition of allyl and tert-butyl groups to the proline backbone of (2S)-5-Allyl-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) 2-methyl ester endows the compound with distinct chemical properties that can be harnessed in drug design. Its enhanced lipophilicity allows for better cell membrane penetration, which is crucial for the effectiveness of many drugs.
Used in Biologically Active Compounds Synthesis:
(2S)-5-Allyl-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) 2-methyl ester is also utilized in the synthesis of biologically active compounds, where its unique structural elements can contribute to the development of molecules with specific biological activities, potentially leading to new treatments and therapies.
Check Digit Verification of cas no
The CAS Registry Mumber 195964-65-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,5,9,6 and 4 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 195964-65:
(8*1)+(7*9)+(6*5)+(5*9)+(4*6)+(3*4)+(2*6)+(1*5)=199
199 % 10 = 9
So 195964-65-9 is a valid CAS Registry Number.
195964-65-9Relevant articles and documents
A new spirocyclic proline-based lactam as efficient type II′ β-turn inducing peptidomimetic
Lesma, Giordano,Colombo, Alessia,Sacchetti, Alessandro,Silvani, Alessandra
, p. 7423 - 7425 (2008)
A new proline-based spirotricyclic lactam is reported as an efficient type II′ β-turn inducing peptidomimetic. After investigations of the reverse turn properties by computational techniques, the scaffold has been synthesized by a straightforward sequence relying on a key RCM reaction for the construction of the spirocyclic lactams ring. For its conformational properties, the scaffold can be considered a privileged structure to be employed as a mimic of the β-turn motif of the potent antibiotic Gramicidin S.
COMPOUNDS USEFUL AS FACTOR XIA INHIBITORS
-
, (2022/02/05)
The present invention is directed to Factor XIa inhibitors, tautomers, stereoisomers, isotopologues, and pharmaceutically acceptable salts and solvates thereof, pharmaceutical compositions containing said compounds and the use of said compounds in the treatment and / or prophylaxis of thromboembolic disorders, inflammatory disorders, and diseases or conditions in which plasma kallikrein activity is implicated.
Synthesis and evaluation of a (3R,6S,9S)-2-oxo-1-azabicyclo[4.3.0]nonane scaffold as a mimic of Xaa-trans-Pro in poly-l-proline type II helix conformation
Aillard, Boris,Kilburn, Jeremy D.,Blaydes, Jeremy P.,Tizzard, Graham J.,Findlow, Stuart,Werner, J?rn M.,Bloodworth, Sally
, p. 4562 - 4569 (2015/04/14)
We describe the development of a small-molecule mimic of Xaa-trans-Pro dipeptide in poly-l-proline type II helix conformation, based upon a (3R,6S,9S)-2-oxo-1-azabicyclo[4.3.0]nonane core structure. Stereoselective synthesis of the mimic from l-pyroglutamic acid is achieved in twelve linear steps and 9.9% yield. Configurational and conformational analyses are conducted using a combination of 1H NMR spectroscopy, X-ray crystallography and circular dichroism spectroscopy; and evaluation of the mimic as a promising surrogate dipeptide, in a protein-protein interaction between the SH3 domain of human Fyn kinase (Fyn SH3) and peptidomimetics of its biological ligand, are conducted by 1H-15N HSQC NMR titration experiments.
