Boc-D-Asp-NH2 is a protected, amino acid derivative based on D-aspartic acid in which the α-amino group is converted to a Boc (tert-butoxycarbonyl) carbamate and the carboxyl terminus is present as a primary amide (-C(=O)NH2). The side chain bears a β-carboxamide functionality characteristic of aspartate-derived structures, and the molecule therefore contains both a Boc-protected nitrogen and an unprotected terminal amide while maintaining the D stereochemical configuration as indicated by the product name. In peptide and amide synthesis workflows, this protected amino acid amide is used as a stepwise building block that supports chemoselective coupling at the protected/unprotected functional groups and can be incorporated into larger peptide or peptidomimetic frameworks after appropriate deprotection and activation.
CAT No: CP26640
CAS No:200282-47-9
Synonyms/Alias:BOC-D-ASP-NH2;200282-47-9;Boc-D-asparticacidalpha-amide;SCHEMBL11596489;CTK8F0136;ZINC2517109;6315AH;Boc-D-Isoasn-OH,Boc-D-isoasparagine;RT-011721;K-5853
Boc-D-Asp-NH2 is a protected D-configured amino acid derivative featuring an N-terminal Boc carbamate and a free primary amide at the C-terminus, derived from aspartic acid. This protected format is commonly selected as a chiral building block for constructing peptide bonds with stereochemical control at the alpha-carbon. The side chain retains the aspartate functionality in a form compatible with downstream peptide assembly workflows where the amino acid must be introduced as a defined stereochemical unit.
1. Chiral Peptide Coupling
Boc-D-Asp-NH2 is used by peptide synthesis groups to introduce D-aspartate residues with strict stereochemical definition during custom peptide manufacturing and research-grade peptide library construction. The Boc-protected amino functionality provides a stable N-terminal protection strategy that supports sequential coupling steps, while the terminal amide (NH2) aligns with workflows that build peptide segments toward amide-containing targets. This derivative is particularly useful when D-amino acid incorporation is required to probe structure, proteolytic stability trends, or conformational effects in peptide analogs.
2. D-Asp Peptide Building Block
Boc-D-Asp-NH2 serves as a practical building block for solution-phase peptide synthesis and segment condensation strategies where defined chiral amino acid units are needed. Researchers developing peptidomimetic scaffolds and stereochemically constrained peptide fragments use this reagent to ensure the D-configuration at the incorporation site, supporting consistent outcomes across parallel synthesis campaigns. The protected Boc/NH2 pattern supports downstream assembly into longer peptide sequences without requiring redefinition of stereochemistry at the coupling stage.
3. Pharmaceutical Intermediate Development
Boc-D-Asp-NH2 is also leveraged in medicinal chemistry and pharmaceutical intermediate development for preparing stereodefined peptide-like intermediates and aspartate-containing linkers used in larger synthetic programs. Process chemists and custom synthesis teams value this derivative as a controlled, chiral input that can be carried through intermediate stages toward final active-molecule candidates or advanced intermediates. The Boc-protected amino group and amide-terminated functionality help maintain a predictable functional-group profile during multistep synthesis planning.
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