Bzl-L-Ser(tBu)-OMe*HCl is a protected L-serine derivative in which the hydroxyl side chain is tert-butyl protected and the carboxyl group is present as a methyl ester hydrochloride, with a benzyl (Bzl) group protecting the amino functionality. The molecule contains a benzyl-protected amino group and a tert-butyl-protected serine hydroxyl, while the esterified carboxyl functionality is paired with chloride as a salt form, providing a defined set of chemoselective functional groups for stepwise assembly. In peptide synthesis and related amino acid chemistry, it functions as a protected serine building block that can be incorporated into protected peptide intermediates or used for preparing further serine derivatives and labeled/conjugatable constructs after appropriate deprotection and functional group manipulation.
CAT No: CP25980
CAS No:670278-82-7
Synonyms/Alias:670278-82-7;(S)-Methyl2-(benzylamino)-3-(tert-butoxy)propanoatehydrochloride;Benzyl-O-tert-butyl-L-serinemethylesterhydrochloride;CTK8B9849;MolPort-005-942-155;0294AC;ANW-63301;KM1058;AKOS016003587;AK-87737;RT-011486;N-BENZYL-O-T-BUTYL-L-SERINEMETHYLESTERHYDROCHLORIDE
Chemical Name:N-Benzyl-O-t-butyl-L-serine methyl ester hydrochloride
Bzl-L-Ser(tBu)-OMe*HCl is an L-serine-derived amino acid ester hydrochloride in which the amino group is protected as a benzyl (Bzl) carbamate or related benzyl-protected form, the side-chain hydroxyl is protected as a tert-butyl (tBu) ether, and the carboxyl group is present as a methyl ester (OMe) associated with HCl salt formation. The molecule retains the stereogenic Cα center of L-serine, providing defined stereochemistry for peptide coupling and chiral intermediate use. The combination of an O-alkyl protecting group (tBu) and an ester functionality supports controlled transformations, including selective deprotection and downstream conversion to activated carboxylic acid forms. The hydrochloride salt improves handling of the protected amino ester while preserving reactivity of the protected functional groups under peptide-synthesis-compatible conditions.
1. Protected Amino Acid Synthesis
Bzl-L-Ser(tBu)-OMe*HCl is applied in protected amino acid synthesis workflows where orthogonal protection and ester handling are required for stepwise assembly of peptide building blocks. The benzyl-protected amino functionality and tert-butyl-protected side-chain hydroxyl enable selective orthogonal deprotection strategies, while the methyl ester can be converted to peptide-coupling-ready acid derivatives in a controlled sequence. L-serine stereochemistry is maintained through the synthetic steps, supporting stereodefined incorporation into longer sequences. The resulting intermediate utility aligns with protected amino acid chemistry and process chemistry intermediate preparation for fine chemical manufacturing.
2. Peptide Synthesis
Bzl-L-Ser(tBu)-OMe*HCl functions as a peptide building block precursor for incorporating serine residues into protected peptide fragments and segment couplings. The protected side-chain hydroxyl (tBu ether) prevents undesired O-acylation during amide bond formation, while the benzyl-protected amino group supports controlled activation and coupling chemistry at the N-terminus. The methyl ester form can be transformed into an activated carboxylate equivalent compatible with standard peptide coupling approaches, enabling C-terminal modification of the growing chain. Downstream peptide analog construction benefits from the defined L-configuration and the ability to generate serine-containing motifs suitable for further functionalization.
3. Side-Chain Functionalization
Bzl-L-Ser(tBu)-OMe*HCl supports side-chain functionalization strategies in chemical biology and synthetic organic chemistry by providing a protected serine hydroxyl handle that can be unmasked at a chosen stage. The tert-butyl ether protection can be removed to reveal a primary alcohol for subsequent derivatization, including phosphorylation-mimetic substitutions, ester/ether formation, or conjugation-ready functional group installation. The benzyl-protected amino component allows orthogonal manipulation of amine chemistry relative to the hydroxyl, supporting sequential transformations needed for peptidomimetics and labeled probes. The serine-derived stereocenter also enables consistent structure-function mapping in amino acid modification and molecular scaffold development.
4. Bioconjugation Chemistry
Bzl-L-Ser(tBu)-OMe*HCl is suitable for bioconjugation workflows that require serine-based linkers or peptide handles with controlled protection during coupling and purification steps. The protected hydroxyl reduces side reactions during formation of amide bonds or attachment to biomolecular scaffolds, while deprotection can later generate a reactive alcohol for conjugation chemistry. The presence of a defined L-serine backbone helps maintain stereochemical fidelity in peptide-derived conjugates used for biochemical research intermediate generation. The hydrochloride salt form can facilitate handling during synthetic assembly of biomolecule-modifying reagents that retain compatibility with peptide science and applied chemical manufacturing.
5. Pharmaceutical Manufacturing Intermediates
Bzl-L-Ser(tBu)-OMe*HCl can serve as a manufacturing intermediate in the production of protected serine-containing fragments used in peptide-based process routes. The orthogonal protection pattern, with benzyl-type amino protection and tert-butyl side-chain protection alongside a methyl ester, supports controlled conversion to activated carboxylic acid forms and minimizes protecting-group loss during scale-up handling. The L-serine stereocenter provides defined stereochemical input for downstream fragment coupling and impurity control strategies typical of industrial peptide synthesis planning. The compound's protected amino acid ester format aligns with specialty chemical production and process chemistry intermediate preparation where reproducible protection/deprotection sequences are required.
6. Analytical Research Standards
Bzl-L-Ser(tBu)-OMe*HCl is applicable to analytical research for method development and reference material preparation involving protected amino acid esters and serine-containing peptide precursors. The distinct combination of benzyl-protected nitrogen, tert-butyl-protected hydroxyl, and methyl ester functionality yields characteristic chromatographic and spectroscopic signatures that can support identification of intermediates during peptide building block synthesis. The defined L-configuration and salt form can help standardize analytical comparisons across synthetic batches and deprotection stages. The compound thus supports analytical research workflows that track amino acid derivatization, protected amino acid synthesis progress, and downstream conversion to peptide-coupling-ready species.
1. Low bone turnover and low BMD in Down syndrome: effect of intermittent PTH treatment
3. TMEM16F and dynamins control expansive plasma membrane reservoirs
4. Emu oil in combination with other active ingredients for treating skin imperfections
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