H-Nva-OEt · HCl is an amino acid ester hydrochloride derived from norvaline (Nva), featuring a primary amino group and a C-terminal ethyl ester that converts the carboxyl functionality into an O-ethyl moiety. The molecule bears the amino functionality as an amino salt (hydrochloride), and the norvaline side chain is a straight-chain aliphatic group that provides hydrophobic character for peptide and labeling chemistry while maintaining the esterified carbonyl for controlled reactivity. H-Nva-OEt · HCl is used as a protected or activated building-block precursor in amino acid derivative synthesis and in the preparation of peptide-related intermediates and analogues where ester-stabilized carboxyl chemistry and salt-form handling are relevant.
CAT No: CP27095
CAS No:40918-51-2
Synonyms/Alias:L-2-Aminovaleric acid-ethyl ester · HCl
H-Nva-OEt · HCl is a hydrochloride salt of an amino acid ester derivative in which the amino group is present as an N-protected primary amine (H-Nva-) and the carboxyl functionality is converted to an ethyl ester (OEt), yielding a chiral amino acid intermediate suitable for peptide and derivatization chemistry. The salt form (· HCl) stabilizes the amine for handling and can influence coupling behavior by modulating amine nucleophilicity under controlled base conditions. The Nva side chain corresponds to an aliphatic, branched amino acid motif that can participate in hydrophobic interactions when incorporated into peptide sequences or can serve as a handle for downstream functionalization. The ester and amine combination allows orthogonal transformations, including ester hydrolysis, ester-to-amide conversion, and N-protection/deprotection strategies that support stepwise synthesis of protected amino acid building blocks.
1. Peptide Synthesis
H-Nva-OEt · HCl is applied in peptide coupling workflows as a protected amino acid ester precursor where the ethyl ester can be converted into a carboxylate equivalent for amide bond formation after hydrolysis or activation. The amino functionality, present as a hydrochloride salt, is compatible with standard peptide coupling logic when neutralized and paired with activated carboxylic acid partners, enabling incorporation of the Nva residue into growing peptide chains. The branched aliphatic side chain supports hydrophobic residue placement in peptide libraries and structure-activity relationship studies focused on backbone and side-chain effects. The resulting peptide building block preparation pathway can feed into both research-grade peptide analog construction and controlled manufacturing of defined peptide intermediates.
2. Protected Amino Acid Chemistry
H-Nva-OEt · HCl functions as a chiral amino acid intermediate for derivatization strategies that manage orthogonality between the amine and the ester. The ethyl ester enables controlled reactivity, allowing selective transformations such as ester hydrolysis to the corresponding carboxylic acid for subsequent coupling, or ester exchange to alternative protected carboxyl forms used in peptide synthesis planning. The hydrochloride salt form supports safer storage and dosing of the amine-containing intermediate while still allowing conversion to free amine under base for coupling or protection steps. Downstream synthetic utility includes preparing N-/C-terminally modified amino acid derivatives and maintaining stereochemical integrity during protected amino acid synthesis and intermediate purification.
3. Chiral Building Block Development
H-Nva-OEt · HCl is suitable for chiral intermediate development in synthetic organic chemistry where an amino acid ester provides a stereodefined platform for downstream functional group interconversions. The presence of a defined stereocenter adjacent to both amine and ester groups enables stereocontrolled incorporation into higher-complexity scaffolds, including peptidomimetic fragments that retain amino acid-like spatial arrangement. The aliphatic Nva side chain can be leveraged to tune conformational preferences in peptide analogs and to support selective chemical modifications after ester activation or conversion to amide derivatives. The compound can therefore serve as a practical chiral amino acid intermediate for fine chemical synthesis routes that require predictable functional group handling and stereochemical conservation.
4. Process Chemistry Intermediate
H-Nva-OEt · HCl is applied as a process chemistry intermediate for stepwise manufacture of amino acid derivatives where salt formation can improve handling characteristics and reproducibility in multi-step synthesis. The ethyl ester group provides a controllable carboxyl protection state that can be carried through coupling steps or converted to activated acids at later stages, supporting route design that minimizes side reactions and simplifies purification logic. The amine hydrochloride form allows consistent dosing and can be neutralized in situ to match coupling or protection requirements in scalable workflows. The resulting intermediate utility extends to pharmaceutical intermediate preparation and specialty chemical production where amino acid ester chemistry is used to build defined fragments for peptide-based or peptidomimetic product streams.
5. Chemical Biology And SAR Studies
H-Nva-OEt · HCl is utilized in chemical biology research and SAR studies through incorporation of the Nva residue into peptide analogs that probe side-chain hydrophobicity and backbone recognition patterns. The amino acid ester-to-amide conversion pathway supports synthesis of defined sequence variants and analogs used for mapping structure-function relationships in peptide-based molecular scaffolds. The branched aliphatic side chain can be positioned to modulate conformational behavior and interaction surfaces, enabling systematic evaluation of Nva-containing substitutions. Downstream derivatives prepared from this intermediate can also serve as analytical standards or reference fragments in characterization workflows tied to peptide structure and amino acid substitution effects.
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