Boc-DL-Val-OH is a protected amino acid derivative of valine in the DL (racemic) stereochemical form, featuring a tert-butoxycarbonyl (Boc) group on the amino functionality and a free carboxylic acid (-COOH) at the other terminus. The side chain isopropyl group of valine remains unmodified, and the molecule therefore bears both an acyl-protected amine and a carboxyl group that can be used for further coupling chemistry while reducing undesired amine reactivity. Boc-DL-Val-OH is commonly employed as a stepwise building block in peptide synthesis workflows and as a precursor for preparing more complex valine-containing amino acid derivatives under controlled chemoselectivity.
CAT No: CP27201
CAS No:54895-12-4
Synonyms/Alias:Boc-DL-valine;Boc-DL-Val-OH;54895-12-4;N-(tert-butoxycarbonyl)valine;2-((tert-butoxycarbonyl)amino)-3-methylbutanoicacid;N-BOC-DL-VALINE;STK367904;2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoicacid;N-alpha-t-BOC-L-VALINE;2-([(TERT-BUTOXY)CARBONYL]AMINO)-3-METHYLBUTANOICACID;2-[(TERT-BUTOXYCARBONYL)AMINO]-3-METHYLBUTANOICACID;PubChem12012;ACMC-209cce;ACMC-1AYBG;AC1Q5XPU;CBMicro_013815;ACMC-209fz2;AC1L6P3H;AC1Q1O6V;17096_ALDRICH;SCHEMBL467994;17096_FLUKA;CTK7G8978;Valine,N-tert-butylester,L-;MolPort-002-136-080
Boc-DL-Val-OH is a Boc-protected, DL-configured valine amino acid supplied as a protected amino acid building block for peptide and intermediate synthesis. The valine side chain provides a hydrophobic isopropyl group, while the Boc group on the amino functionality enables controlled coupling chemistry in downstream assembly workflows. As a racemic (DL) material, it is commonly selected when stereochemical uniformity is not required, such as in method development, library synthesis, or preparing protected fragments for further derivatization.
1. Peptide Fragment Synthesis
Boc-DL-Val-OH is used by peptide chemistry groups to prepare valine-containing protected fragments for stepwise peptide assembly where a Boc strategy is employed. The presence of the Boc protecting group supports controlled formation of peptide bonds in segment condensation or solution-phase workflows, and the unprotected carboxylic acid functionality provides a direct handle for conversion to activated derivatives during peptide construction. Because the material is supplied as DL, it is frequently chosen for exploratory synthesis, route scouting, and generating peptide analogs where mixed stereochemistry is acceptable or where stereochemical outcomes are handled downstream.
2. Peptidomimetic Building Blocks
Boc-DL-Val-OH serves as a practical starting amino acid derivative for medicinal chemistry and peptidomimetic development teams that require a protected valine unit as a scaffold element. The hydrophobic valine side chain is a common feature in conformationally constrained or amphipathic peptidomimetic designs, and the Boc protection allows the amino functionality to be carried through multi-step functionalization sequences before final coupling steps. Researchers often select the DL form to streamline early-stage analog generation, especially when the stereochemical preference is being evaluated experimentally rather than predetermined.
3. Pharmaceutical Intermediate Derivatization
Boc-DL-Val-OH is applied in pharmaceutical intermediate development as a protected amino acid precursor for downstream preparation of activated amino acid intermediates and protected valine derivatives used in manufacturing-scale synthesis planning. The combination of Boc protection and the carboxylic acid group supports conversion into coupling-ready forms that can be incorporated into larger synthetic targets, including heterocycle-containing fragments and amino acid-derived side-chain modifications. Industrial and process development chemists commonly use this type of protected amino acid building block to standardize intermediate handling while maintaining compatibility with established coupling workflows.
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