Boc-DL-Leu-OH · H2O is a protected amino acid derivative of leucine in which the α-amino group is carbamylated with a Boc (tert-butoxycarbonyl) protecting group, and the compound is present as a hydrate. The molecule contains both an α-carboxylic acid functionality and a Boc-protected amino functionality, with the side chain characteristic of leucine (an isobutyl group) and a DL stereochemical descriptor indicating a racemic mixture at the α-carbon. In peptide chemistry, this Boc-protected leucine hydrate functions as a stepwise building block that can be used to control chemoselectivity during amino-acid coupling and to prepare more complex amino acid and peptide derivatives in solution-phase or solid-phase synthetic workflows.
CAT No: CP26675
CAS No:200937-21-9
Synonyms/Alias:BOC-DL-Leucinemonohydrate;BOC-DL-LEU-OHH2O;200937-21-9;N-t-Butoxycarbonyl-L-leucinemonohydrate;2-((tert-butoxycarbonyl)amino)-4-methylpentanoicacidhydrate;2-[(TERT-BUTOXYCARBONYL)AMINO]-4-METHYLPENTANOICACIDHYDRATE;N-alpha-t-BOC-L-LEUCINE;N-(tert-Butoxycarbonyl)-L-leucinemonohydrate;Boc-DL-leucinehydrate;PubChem11995;ACMC-209dzk;ACMC-20aj4n;Boc-DL-Leu-OH.H2O;Boc-DL-Leu-OH?H2O;Boc-D-Leu-OH??H2O;MLS000779217;SCHEMBL1069558;C11H21NO4.H2O;CHEMBL1732442;CTK6A6642;MolPort-000-707-971;BB_NC-1915;HMS2752H08;6336AH;AKOS025243657
Boc-DL-Leu-OH · H2O is a racemic, Boc-protected leucine derivative supplied as a hydrate, combining a tert-butoxycarbonyl (Boc) group on the amino functionality with the hydrophobic isobutyl side chain characteristic of leucine. This protected amino acid building block is commonly used in peptide and peptidomimetic intermediate workflows where controlled handling of the amino group is required, while the free carboxylic acid enables downstream coupling chemistry. The DL stereochemical mixture makes it a practical choice for non-stereospecific synthesis, library preparation, and intermediate development where racemates are acceptable.
1. Peptide Intermediate Synthesis
Boc-DL-Leu-OH · H2O is frequently used as a protected leucine building block for preparing peptide fragments and activated intermediates in both solution-phase and custom synthesis workflows. Researchers and contract synthesis groups value the Boc protection for maintaining the amino group in a protected state during carboxyl activation and segment coupling steps, while the leucine side chain supports incorporation into hydrophobic peptide sequences. The presence of the free carboxylic acid makes it a direct precursor for forming acyl derivatives used in downstream assembly, and the hydrate form supports consistent weighing and handling in routine intermediate preparation.
2. Peptidomimetic And Library Building
Boc-DL-Leu-OH · H2O is well aligned with peptidomimetic development and small-molecule/peptide hybrid library construction where leucine-like hydrophobic character is required but stereochemical purity is not a critical parameter. Medicinal chemistry groups often employ racemic amino acid building blocks to rapidly generate analog series for structure-activity relationship studies, especially during early-stage lead optimization where broad chemical space exploration is prioritized. The Boc-protected amino group supports standardized intermediate processing, enabling reproducible incorporation of a leucine unit into diverse scaffolds without introducing additional stereochemical selection steps.
3. Pharmaceutical Intermediate Development
Boc-DL-Leu-OH · H2O is used in the preparation of protected amino acid intermediates that feed into larger synthesis programs, including the manufacture of peptide-based intermediates and related protected fragments. Process chemists and industrial development teams commonly select Boc-protected amino acid inputs to manage functional-group compatibility across multi-step sequences, particularly when the amino group must remain protected while carboxyl-derived transformations are performed. The racemic DL form can be advantageous in industrial workflows where downstream steps tolerate or intentionally preserve stereochemical mixtures, and the hydrate supply format supports practical handling in scale-up planning and intermediate inventory management.
4. Analytical Reference Material Preparation
Boc-DL-Leu-OH · H2O is also used in analytical method development and reference preparation for characterizing protected amino acid intermediates, including monitoring of Boc-protected species during synthetic process development. Analytical chemists may use this compound as a structural standard to support LC methods, impurity profiling, and identity confirmation workflows that involve Boc-protected amino acid motifs. The defined protected functionality and consistent composition as a hydrate help provide a reproducible reference point when developing assays for intermediate quality control and reaction progress tracking.
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