Boc-Hyp-OtBu is a protected amino acid derivative of hydroxyproline, featuring the N-terminal carbamate protection from a Boc group and a C-terminal tert-butyl ester (OtBu) that masks the free carboxyl group. The molecule contains the amino functionality as a Boc-protected carbamate and a side-chain hydroxyl on the proline ring, while the hydroxyproline scaffold provides a conformationally restricted secondary amine framework suitable for peptide chemistry. Boc-Hyp-OtBu is used as a stepwise building block in peptide synthesis and related amide bond-forming sequences, where the protecting groups support chemoselective coupling and minimize side reactions of the hydroxyl and carboxyl functionalities during assembly of more complex amino acid and peptide derivatives.
CAT No: CP26502
CAS No:170850-75-6
Synonyms/Alias:170850-75-6;BOC-HYP-OTBU;(2S,4R)-Di-tert-Butyl4-hydroxypyrrolidine-1,2-dicarboxylate;1,2-Pyrrolidinedicarboxylicacid,4-hydroxy-,1,2-bis(1,1-dimethylethyl)ester,(2S,4R)-;C14H25NO5;ZINC04899867;AC1OLRWT;SCHEMBL3188827;CTK4D3721;MolPort-000-001-795;OXHIVNUWGSCHBD-ZJUUUORDSA-N;ZINC4899867;AKOS022180318;AJ-52591;AK-59976;FT-0697814;Z5684;Boc-L-trans-4-hydroxyprolinetert-butylester;B65089;K-5268;(2S)-N-Boc-trans-4-hydroxy-L-prolinet-butylester;(3R)-1,5beta-Bis(tert-butoxycarbonyl)pyrrolidine-3alpha-ol;ditert-butyl(2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate;(2S,4R)-4-hydroxy-pyrrolidine-1,2-dicarboxylicaciddi-tert-butylester;(4R)-1-(tert-butyloxycarbonyl)-4-hydroxy-L-prolinetert-butylester
Boc-Hyp-OtBu is a protected amino acid derivative built on hydroxyproline, featuring a Boc-protected amino group and an O-tert-butyl ester on the carboxylate. This protection pattern is commonly leveraged in peptide synthesis workflows to control reactivity during coupling and subsequent assembly of hydroxyproline-containing sequences. The hydroxyproline side-chain hydroxyl provides a key functional handle for downstream chemistry once the orthogonal protecting groups are removed.
1. Solid-Phase Peptide Synthesis
Boc-Hyp-OtBu is used by peptide synthesis groups to incorporate hydroxyproline residues into protected peptide segments with controlled functional-group compatibility. The Boc N-terminus and tert-butyl carboxyl protection support stepwise assembly where the hydroxyproline hydroxyl can be managed through the broader protecting-group strategy of the peptide. This makes the reagent a practical choice for custom peptide manufacturing and academic peptide chemistry where hydroxyproline-containing motifs are required for structural studies, biomaterials peptide design, or collagen-mimetic sequence development.
2. Hydroxyproline-Containing Segment Building
Boc-Hyp-OtBu supports the preparation of hydroxyproline-rich intermediates used in solution-phase segment condensation and fragment assembly. Researchers developing collagen-like peptides or other proline/hydroxyproline motifs rely on hydroxyproline's distinctive stereochemistry and side-chain hydroxyl functionality to introduce the correct local geometry and hydrogen-bonding potential into the final construct. In these workflows, the protected amino acid form helps maintain chemoselectivity during coupling steps, enabling subsequent deprotection and functional elaboration as part of the overall peptide synthesis plan.
3. Pharmaceutical Intermediate Development
Boc-Hyp-OtBu is also applied in medicinal chemistry and pharmaceutical intermediate development when hydroxyproline-derived protected building blocks are needed for downstream transformations toward specialized peptidomimetics or hydroxyproline-containing scaffolds. Process and synthesis teams often select this reagent form because it provides a stable, isolable protected unit that can be carried through intermediate steps before final functional-group unveiling and coupling into larger targets. The Boc/tert-butyl protection pattern aligns with established protecting-group management strategies used in industrial and contract research synthesis programs for complex organic intermediates.
4. The spatiotemporal control of signalling and trafficking of the GLP-1R
5. Store-operated Ca2+ entry sustains the fertilization Ca2+ signal in pig eggs
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