H-Phg-OEt · HCl is an amino acid ester hydrochloride derived from phenylglycine (Phg), featuring an amino acid backbone in which the carboxyl group is esterified as OEt while the molecule is present as a hydrochloride salt. The structure contains a free amino functionality (as the protonated ammonium chloride salt) and a benzylic side chain bearing a phenyl ring, with the ester carbonyl providing a masked carboxyl group for controlled reactivity in synthesis. As an amino acid ester salt, it is commonly used as a building block or precursor in peptide and amino acid derivative synthesis, where the ester form supports stepwise functionalization and subsequent conversion to peptide-ready carboxyl derivatives under appropriate conditions.
CAT No: CP27248
CAS No:59410-82-1
Synonyms/Alias:59408-74-1;boc-hse(bzl)-oh;Boc-Hoser(Bzl)-OH;Boc-O-benzyl-L-homoserine;(S)-4-(Benzyloxy)-2-((tert-butoxycarbonyl)amino)butanoicacid;AmbotzBAA1294;Boc-L-Hse(Bzl)-OH;AC1Q1MSL;BOC-SER-OH;SCHEMBL955526;CTK7G8925;MolPort-001-793-458;RFDXPGUBDAKLDM-ZDUSSCGKSA-N;ZINC2562512;ANW-43380;KM0304;AKOS015911587;AM82565;CB-1680;AJ-40770;AK-89150;KB-48391;O-benzyl-N-(tert-butoxycarbonyl)homoserine;KB-302433;TR-020609
H-Phg-OEt · HCl is a hydrochloride salt form of an O-ethyl ester protected phenylglycine derivative, where the amino functionality is present as an amine hydrochloride and the carboxyl group is masked as an ethyl ester. The chiral center associated with the phenylglycine backbone enables stereodefined incorporation into peptide-like scaffolds and downstream chiral intermediate synthesis. The ester and protonated amine combination provides controlled reactivity during peptide coupling planning, while the salt form improves handling of the amino component under synthetic conditions. The aromatic side chain contributes to hydrophobic and π-interaction properties in peptide analogs and can serve as a handle for further functionalization or for constructing stereochemically defined peptidomimetic motifs.
1. Peptide Synthesis
H-Phg-OEt · HCl is applied in peptide building block preparation where the phenylglycine-derived stereocenter can be carried into oligopeptide or peptide-mimetic sequences. The ethyl ester at the carboxyl terminus supports protected amino acid ester strategies used for controlled C-terminal activation and subsequent transformation into amide linkages. The amine hydrochloride form can be converted into a coupling-ready nucleophile under standard peptide coupling workflows, enabling N-protection planning and compatibility with common coupling chemistries. Incorporation of the aromatic phenylglycine motif supports the construction of sequence-defined analogs for mechanistic studies and structure-activity relationship work, while the ester functionality supports stepwise intermediate generation in synthetic campaigns.
2. Chiral Amino Acid Intermediate
H-Phg-OEt · HCl functions as a chiral amino acid intermediate for stereoselective synthesis of substituted phenylglycine derivatives and related chiral scaffolds. The defined stereochemistry at the amino acid backbone enables downstream conversion of the ethyl ester into carboxylic acid, amide, or activated derivatives while preserving stereochemical integrity. The hydrochloride salt provides a practical form for handling and storage during multi-step synthesis, including protection-group installation on the amine followed by selective ester manipulation. The aromatic side chain can be leveraged for further derivatization, supporting chiral auxiliary-free routes to enantiopure intermediates used in fine chemical synthesis and chiral building block manufacturing.
3. Peptidomimetics And SAR Studies
H-Phg-OEt · HCl is suitable for peptidomimetic construction and structure-activity relationship studies that require phenylglycine-containing, stereodefined scaffolds. The amino acid ester and protonated amine enable systematic modification strategies, including conversion to N-protected forms for controlled peptide coupling or transformation into alternative C-terminal functionalities. The phenyl substituent contributes to conformational bias and aromatic interaction patterns that are commonly interrogated in SAR campaigns for peptide-like ligands and receptor-binding mimics. The compound can be used to generate libraries of analog intermediates where stereochemical consistency and functional group interconversion are required for iterative medicinal chemistry and biochemical assay support.
4. Pharmaceutical Intermediate Preparation
H-Phg-OEt · HCl can serve as a process-relevant intermediate in pharmaceutical manufacturing routes that incorporate phenylglycine-derived motifs into active pharmaceutical ingredient candidates or related intermediates. The ethyl ester group is compatible with manufacturing-oriented protection/deprotection logic, enabling conversion to carboxylic acid or activated forms for amide bond formation in later steps. The amine hydrochloride provides a stable salt handle for controlled downstream derivatization, including N-protection selection aligned with coupling and purification requirements. The chiral phenylglycine framework supports stereochemically defined intermediate generation, which is a common requirement for scalable synthesis of amino acid-derived drug candidates and their process intermediates.
5. Chemical Manufacturing And Specialty Synthesis
H-Phg-OEt · HCl is utilized in specialty chemical production where amino acid ester chemistry supports stepwise synthesis of functionalized aromatic amino acid derivatives. The protected carboxyl functionality as an ethyl ester enables selective transformations that can be integrated into batch or continuous fine chemical manufacturing sequences, including ester hydrolysis or conversion to activated acyl intermediates. The hydrochloride salt form supports reproducible handling of the amine component during protective group installation and subsequent coupling-ready intermediate formation. The resulting phenylglycine-based intermediates can feed into broader chemical manufacturing programs, including synthesis of peptide analogs, chiral building blocks, and downstream functional molecules requiring stereodefined amino acid architecture.
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.