Boc-L-Asp(tBu)-OH is a protected L-aspartic acid derivative bearing an N-terminal Boc (tert-butoxycarbonyl) carbamate and a side-chain tBu (tert-butyl) ester on the β-carboxyl group, classifying it as a protected amino acid suitable for peptide-building chemistry. The molecule contains a free α-amino functionality masked as the Boc carbamate, a free α-carboxylic acid, and a sterically shielded β-carboxyl group in the form of the tert-butyl-protected ester, with stereochemistry consistent with the L-designation in the name. In synthesis, this protected analogue is employed as a stepwise precursor in peptide synthesis workflows where orthogonal protection of the side-chain carboxyl helps control chemoselectivity during coupling and subsequent deprotection steps.
CAT No: CP25442
CAS No:1676-90-0
Synonyms/Alias:Boc-L-Asp(OtBu)-OH;Boc-Asp(OtBu)-OH
Chemical Name:N-alpha-t-Butyloxycarbonyl-L-aspartic acid beta-t-butyl ester
Boc-L-Asp(tBu)-OH is a protected L-aspartic acid building block bearing a Boc-protected alpha-amino group and a tert-butyl-protected side-chain carboxylic acid, providing orthogonal functionality for downstream peptide assembly. The protected side-chain carboxyl group helps control reactivity during coupling steps, while the Boc group supports standard protected-amino-acid workflows used in peptide intermediate synthesis. This reagent is commonly selected when Asp side-chain protection is required to prevent side reactions and to enable controlled formation of Asp-containing peptide sequences.
1. Solid-Phase Peptide Building
Boc-L-Asp(tBu)-OH is used as an Asp residue source in peptide synthesis workflows where the amino acid side-chain must remain protected during chain assembly, supporting the preparation of Asp-containing peptide segments and longer constructs. Peptide chemists rely on the Boc and tert-butyl protection pattern to minimize undesired side-chain carboxyl reactivity during coupling and deprotection cycles, which is particularly valuable when building sequences that include multiple acidic residues or when orthogonal protection strategies are part of the synthetic plan. This protected aspartate derivative is therefore a practical choice for custom peptide manufacturing and research-grade peptide library synthesis requiring controlled Asp incorporation.
2. Aspartate Side-Chain Controlled Coupling
Boc-L-Asp(tBu)-OH is frequently selected for intermediate preparation where selective access to the Asp side-chain carboxyl group is needed at a later stage, enabling stepwise functionalization of Asp residues within peptide fragments. In medicinal chemistry and peptidomimetic development, controlled handling of acidic side chains is important for reproducible fragment assembly and for downstream derivatization steps that depend on the timing of side-chain deprotection. The tert-butyl-protected side-chain carboxyl group helps maintain reactivity control until the intended coupling or transformation step, making this reagent useful for generating well-defined Asp-containing intermediates for subsequent peptide or conjugate construction.
3. Pharmaceutical Peptide Intermediate Development
Boc-L-Asp(tBu)-OH supports the preparation of protected amino acid intermediates used in the development of peptide-based drug candidates and related research compounds, where consistent building blocks are required for scale-up of fragment synthesis. Process and analytical chemists often choose Boc/tBu-protected aspartate derivatives to reduce variability caused by premature side-chain reactions, improving the reliability of downstream purification and characterization of peptide intermediates. This reagent is commonly used in workflows that generate defined Asp-containing segments for later assembly into larger peptide structures, including those used in structure-activity relationship studies and chemical biology reagent development.
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