CAT No: CP25875
CAS No:53100-44-0
Synonyms/Alias:BOC-PYR-OH;53100-44-0;(S)-Boc-5-oxopyrrolidine-2-carboxylicacid;N-Boc-L-pyroglutamicacid;1-(tert-butoxycarbonyl)-5-oxo-l-proline;Boc-L-pyroglutamicacid;(S)-1-(tert-butoxycarbonyl)-5-oxopyrrolidine-2-carboxylicacid;(2S)-1-[(tert-butoxy)carbonyl]-5-oxopyrrolidine-2-carboxylicacid;BocPyr;Boc-pyroglutamicacid;Boc-L-Pyr-OH;AmbotzBAA1312;PubChem12123;N-Boc-pyroglutamicacid;AC1L2WQX;AC1Q5XOH;N-Boc-L-glutamicAcidLactam;SCHEMBL1256527;CTK8C6265;(-)-1-Boc-L-pyroglutamicacid;1,2-Pyrrolidinedicarboxylicacid,5-oxo-,1-(1,1-dimethylethyl)ester,(2S)-;MJLQPFJGZTYCMH-LURJTMIESA-N;MolPort-002-345-637;KST-1B5072;ACT00026
Chemical Name:N-alpha-t-Butyloxycarbonyl-L-pyroglutamic acid dicyclohexylamine
Boc-L-Pyr-OH*DCHA is a Boc-protected L-pyrrolidine-2-carboxylic acid (pyrrolidine amino acid) supplied as a DCHA salt, combining a base-stable, Boc-protected amino acid building block with improved handling characteristics for synthesis workflows. The Boc group provides an N-protection strategy commonly used in peptide and peptidomimetic assembly, while the pyrrolidine side-chain offers a conformationally constrained, cyclic amine environment that is frequently leveraged in medicinal chemistry and structure-activity relationship studies. This form is typically selected when a protected amino acid intermediate is needed with reliable downstream coupling performance and convenient reagent handling.
1. Peptidomimetic Building Block
Boc-L-Pyr-OH*DCHA is used by medicinal chemistry and peptide-chemistry teams to construct peptidomimetic scaffolds where a cyclic, conformationally restricted side chain is advantageous for tuning shape and local stereoelectronic properties. The Boc-protected amino acid format supports stepwise assembly into amide-linked sequences, enabling rapid iteration of analog libraries for SAR studies, lead optimization, and structure-guided design. The DCHA salt form is often chosen to improve practical weighing, transfer, and consistency in automated or semi-automated synthesis workflows that rely on solid, well-behaved building blocks.
2. Protected Amino Acid Intermediate
Boc-L-Pyr-OH*DCHA serves as a protected amino acid intermediate for custom peptide synthesis and specialized fragment coupling in both academic and industrial research settings. Teams developing non-natural or constrained amino acid-containing sequences rely on the Boc-protection strategy to control chemoselectivity during sequential bond formation and to prepare defined intermediates for later deprotection and condensation steps. Because the product is supplied as a salt, it is frequently incorporated into routine building-block procurement plans where reproducibility of physical handling and batch-to-batch consistency are important for downstream synthesis of modified peptides and analogs.
3. Peptide Library Synthesis
Boc-L-Pyr-OH*DCHA is commonly incorporated into peptide library synthesis workflows aimed at generating focused sets of cyclic-amino-acid-containing variants. Researchers use the Boc-protected form to standardize the N-protection state across library members, while the pyrrolidine side chain contributes a constrained geometry that can influence conformational preferences and sequence-dependent properties. This makes the reagent a practical choice for parallel synthesis campaigns where multiple analogs must be assembled efficiently and carried forward into purification and characterization pipelines with minimal variability in protected building-block identity.
4. Pharmaceutical Intermediate Development
Boc-L-Pyr-OH*DCHA is also used in pharmaceutical intermediate development for preparing defined, protected amino acid fragments that later feed into larger synthetic routes toward peptide-like or constrained amide-containing targets. Process and synthesis teams value the protected amino acid format because it allows controlled incorporation of the cyclic amino acid unit at a specific stage of the overall sequence assembly. The DCHA salt form is frequently selected to support reliable solid-state handling and consistent reagent dosing during scale-up or intermediate manufacturing steps where workflow robustness matters.
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