192214-00-9

Usage

Uses

Used in Pharmaceutical Industry:
(S)-1-Cbz-pyrrolidine-3-carboxylic acid is used as a building block for the synthesis of pharmaceuticals, leveraging its structural features to facilitate the preparation of peptide-based drug molecules. Its role in the formation of peptide linkages is crucial for the development of new therapeutic agents.
Used in Organic Synthesis:
In the realm of organic synthesis, (S)-1-Cbz-pyrrolidine-3-carboxylic acid is utilized as a key intermediate, contributing to the creation of complex organic compounds through its reactivity and structural properties.
Used in Medicinal Chemistry Research:
(S)-1-Cbz-pyrrolidine-3-carboxylic acid is employed as a valuable tool in medicinal chemistry research, where it aids in the study of structure-activity relationships in drug design. This understanding is essential for optimizing the potency, selectivity, and pharmacokinetic properties of drug candidates.

InChI:InChI=1/C13H15NO4/c15-12(16)11-6-7-14(8-11)13(17)18-9-10-4-2-1-3-5-10/h1-5,11H,6-9H2,(H,15,16)/t11-/m0/s1

Upstream product

• 501-53-1 benzyl chloroformate 
• 100858-33-1 (3R)-3-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester 
• 188846-99-3 (+/-)-3-cyanopyrrolidine-1-carboxylic acid benzyl ester 
• 949149-60-4 (S)-benzyl-5-oxo-1-((R)-1-phenylethyl)pyrrolidine-3-carboxylate 
• 72580-53-1 (S)-(+)-3-pyrrolidinecarboxylic acid 
• 949149-64-8 (3S)-benzyl-1-[(R)-1-phenylethyl]pyrrolidine-3-carboxylate 
• 949149-62-6 (S)-benzyl-1-((R)-1-phenylethyl)-5-thioxopyrrolidine-3-carboxylate 
• 122536-68-9 (R)-3-<(methylsulfonyl)oxy>-1-pyrrolidinecarboxylic acid phenylmethyl ester 
• 193693-69-5 (+)-(S)-3-cyanopyrrolidine-1-carboxylic acid benzyl ester 
• 136725-51-4 benzyl (3R)-3-(p-tolylsulfonyloxy)pyrrolidine-1-carboxylate 
• 192213-99-3 (S)-1-Benzyl-3-benzyloxymethyl-pyrrolidine 
• 192213-98-2 Methanesulfonic acid (R)-2-benzyloxymethyl-4-methanesulfonyloxy-butyl ester 
• 192213-97-1 (S)-2-Benzyloxymethyl-butane-1,4-diol 
• 172796-28-0 (R)-4-((benzyloxy)methyl)dihydrofuran-2(3H)-one 

Downstream Products

• 1352660-16-2 C₁₇H₁₈N₂O₆ 
• 1352661-21-2 C₁₅H₁₉N₃O₄ 
• 573704-57-1 (+)-(S)-3-carbamidopyrrolidine-1-carboxylic acid benzyl ester 
• 1820675-44-2 1-benzyl 3-(tert-butyl) (S)-pyrrolidine-1,3-dicarboxylate 
• 1352660-19-5 C₂₉H₄₃N₅O₉SSi 
• 1352660-17-3 C₁₃H₁₇N₃O₅S 
• 1352661-06-3 C₁₅H₂₀N₂O₃ 
• 72580-53-1 (S)-(+)-3-pyrrolidinecarboxylic acid 

Relevant academic research and scientific papers

Design of novel HIV-1 protease inhibitors incorporating isophthalamide-derived P2-P3 ligands: Synthesis, biological evaluation and X-ray structural studies of inhibitor-HIV-1 protease complex

Based upon molecular insights from the X-ray structures of inhibitor-bound HIV-1 protease complexes, we have designed a series of isophthalamide-derived inhibitors incorporating substituted pyrrolidines, piperidines and thiazolidines as P2-P3 ligands for specific interactions in the S2-S3 extended site. Compound 4b has shown an enzyme Ki of 0.025 nM and antiviral IC50 of 69 nM. An X-ray crystal structure of inhibitor 4b-HIV-1 protease complex was determined at 1.33 ? resolution. We have also determined X-ray structure of 3b-bound HIV-1 protease at 1.27 ? resolution. These structures revealed important molecular insight into the inhibitor–HIV-1 protease interactions in the active site.

CARBAPENEM ANTIBACTERIALS WITH GRAM-NEGATIVE ACTIVITY

The present invention provides β-methyl carbapenem compounds and pharmaceutical compositions useful in the treatment of bacterial infections and methods for treating such infections using such compounds and/or compositions. The invention includes administering an effective amount of a carbapenem compound or salt and/or prodrug thereof to a host in need of such a treatment.

Nitrilase-catalyzed enantioselective synthesis of pyrrolidine- And piperidinecarboxylic acids

The enantioselective synthesis of the nonproteinogenic amino acids β-proline and nipecotic acids from their readily available nitriles is achieved in high enantiomeric excess by commercially available nitrilases. The presented procedure comprises not more than 4 steps, thus considerably reducing the multiple steps generally required. Amide formation is also observed for specific heterocyclic nitriles.

Chiral succinate: A precursor for enantiomerically pure β2-amino acids

Five suitably protected enantiomerically pure β2-amino acids, homologues of proteinogenic α-amino acids, were synthesized from the common chiral precursor, tert-butyl succinyloxazolidinone. Georg Thieme Verlag Stuttgart.

Constrained β-alanine based GpIIb/IIIa antagonists

The concepts of centrally constrained and peptide based fibrinogen receptor antagonists have been successfully combined into a single series of analogs which have been demonstrated to be potent inhibitors of platelet aggregation.