Boc-Hyp-OMe contains the Nα-Boc-protected form of hydroxyproline bearing a methyl ester at the carboxyl terminus, placing it in the category of a protected amino acid ester derived from the proline scaffold. The molecule features a secondary ring nitrogen within the pyrrolidine framework and a side-chain hydroxyl group characteristic of hydroxyproline, while the Boc group masks the amino functionality and the -COOCH3 ester masks the carboxyl group to modulate chemoselectivity during stepwise coupling. Boc-Hyp-OMe is used as a protected building block for peptide synthesis workflows and for preparing hydroxyproline-containing peptide derivatives where controlled handling of the amino and carboxyl functionalities is required.
CAT No: CP27430
CAS No:74844-91-0
Synonyms/Alias:74844-91-0;N-Boc-trans-4-hydroxy-L-prolinemethylester;Boc-Hyp-OMe;(2S,4R)-1-tert-butyl2-methyl4-hydroxypyrrolidine-1,2-dicarboxylate;1-tert-butyl2-methyl(2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate;BOC-HYDROXYPROLINE-OME;BOC-L-Hydroxyprolinemethylester;MFCD00076981;Methylcis-1-Boc-4-hydroxy-D-prolinate;Methyltrans-1-Boc-4-hydroxy-L-prolinate;trans-1-(tert-Butoxycarbonyl)-4-hydroxy-L-prolinemethylester;N-BOC-trans-4-hydroxyl-L-prolinemethylester;O1-TERT-BUTYLO2-METHYL(2S,4R)-4-HYDROXYPYRROLIDINE-1,2-DICARBOXYLATE;N-(tert-Butoxycarbonyl)-trans-hydroxy-L-prolinemethylester;N-(tert-Butoxycarbonyl)-trans-4-hydroxy-L-prolineMethylEster;(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxy-2-(methoxycarbonyl)pyrrolidine;Boc-Hyp.OMe;Boc-trans-Hyp-Ome;Boc-trans-4-Hydroxy-L-prolinemethylester;L-BOCHPROME;N-BOC-4-HYDROXY-L-PROLINEMETHYLESTER;PubChem18619;BOC-L-HYP-OME;(2S,4R)-4-Hydroxy-1,2-pyrrolidinedicarboxylicacid1-tert-butyl2-methylesterhydrochloride;AC1MC25H
Boc-Hyp-OMe is a protected amino acid derivative featuring the Hyp (hydroxyproline) side chain and a methyl ester at the carboxyl terminus, with a Boc group on the amino functionality. This combination of an acid-stable N-protection strategy and an esterified C-terminus makes the compound a practical building block for controlled peptide assembly and for preparing hydroxyproline-containing peptide segments. In peptide chemistry, the hydroxyproline functionality is particularly valued for introducing hydroxyl-bearing, conformationally constrained residues into collagen-mimetic and other proline-rich sequences.
1. Hydroxyproline Peptide Building Blocks
Boc-Hyp-OMe is used by peptide synthesis groups to construct peptide segments that contain hydroxyproline, including collagen-mimetic peptides and other proline-rich motifs where the side-chain hydroxyl is a key structural element. The methyl ester form supports downstream segment coupling workflows by keeping the C-terminus protected as an ester during assembly, which helps maintain compatibility with iterative peptide construction. Researchers typically select this Boc-protected derivative when they need reliable handling of the hydroxyproline residue while building defined sequences for structure-function studies, peptide library generation, and custom peptide manufacturing.
2. Protected Segment Coupling
Boc-Hyp-OMe is commonly employed as an amino acid building block for solution-phase or protected-segment peptide synthesis, where the Boc group provides N-protection and the esterified carboxyl terminus supports controlled condensation steps. This form is especially useful for assembling hydroxyproline-containing fragments that must remain protected from undesired side reactions during coupling and purification. In medicinal chemistry and chemical biology settings, the compound is frequently incorporated into workflows that generate peptide intermediates for subsequent deprotection, fragment ligation, and preparation of longer constructs used in binding assays, receptor/ligand studies, or structure determination efforts.
3. Collagen-Mimetic Intermediate Preparation
Boc-Hyp-OMe supports the preparation of hydroxyproline-containing peptide intermediates used to build collagen-mimetic materials and bioactive peptide scaffolds. The presence of the hydroxyproline hydroxyl group enables later functional diversification steps in downstream processing, such as conversion to other protected hydroxyl forms or incorporation into peptide architectures designed to probe collagen-like conformational behavior. Academic and industrial peptide developers use this derivative when they require a defined, protected hydroxyproline unit that can be carried through intermediate stages before final sequence completion and characterization.
4. Pharmaceutical Intermediate Development
Boc-Hyp-OMe is also used in pharmaceutical intermediate development contexts where hydroxyproline-derived fragments are needed as controlled, protected building blocks for synthesis planning. The Boc-protected nitrogen and methyl ester functionality make it a convenient intermediate for assembling hydroxyproline-containing motifs that may be further elaborated into specialized peptide-like structures or related intermediates for research-grade programs. Process chemists and R&D teams often choose this compound when they want a stable, isolable hydroxyproline derivative that can be integrated into a stepwise synthetic route without exposing reactive termini prematurely.
1. C-Peptide replacement therapy and sensory nerve function in type 1 diabetic neuropathy
3. Cell-based adhesion assays for isolation of snake venom’s integrin antagonists
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More