Boc-Asp-OcHex · DCHA

Boc-Asp-OcHex · DCHA is a protected amino acid derivative consisting of an aspartic acid backbone bearing a tert-butoxycarbonyl (Boc) protecting group on the amino functionality and an esterified carboxyl group as an OcHex (hexyl ester) moiety, with DCHA indicating association with dicyclohexylamine. The molecule contains side-chain carboxyl functionality characteristic of Asp, while the Boc group controls chemoselectivity by masking the α-amino group during stepwise coupling and the ester form modulates the carboxyl reactivity relative to the free acid. Boc-Asp-OcHex · DCHA is used as a precursor in peptide synthesis workflows and as a building block for preparing aspartate-containing peptide derivatives, including intermediates where orthogonal functional-group handling of the side-chain carboxyl and the protected α-amino group is required.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP26641

CAS No:200283-00-7

Synonyms/Alias:BOC-ASP-OCHEXDCHA;200283-00-7;BOC-ASP-OCHEX.DCHA;BOC-ASP-OCHEXDCHA;C15H25NO6.C12H23N;6281AH;K-5854

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M.F/Formula
C27H48N2O6
M.W/Mr.
496.69

Boc-Asp-OcHex · DCHA is a protected aspartic acid derivative designed for peptide synthesis workflows, featuring a Boc-protected amino group and an aspartate side chain protected as an OcHex (cyclohexyl ester) functionality. The DCHA (dicyclohexylamine) component is used to form a stable salt form that improves handling and consistency during reagent dispensing and coupling steps. This protected building block is commonly selected in custom peptide manufacturing and research-grade peptide library synthesis where controlled side-chain protection of Asp is required to support stepwise assembly.

1. Solid-Phase Asp Peptide Building

Boc-Asp-OcHex · DCHA is frequently used as an Asp residue building block in solid-phase peptide synthesis (SPPS) for assembling peptides that require orthogonal side-chain behavior during chain elongation. Peptide chemists choose the OcHex-protected side chain to manage aspartate reactivity and to reduce undesired side reactions that can occur with free carboxylates under coupling and deprotection conditions. The Boc-protected amino group supports iterative peptide assembly protocols in which the Asp side chain remains protected until the intended stage of peptide cleavage or side-chain deprotection.

2. Protected Segment Condensation

Boc-Asp-OcHex · DCHA is also applied in solution-phase peptide synthesis and segment condensation strategies where protected Asp units are incorporated into larger peptide fragments. In these workflows, the OcHex ester protection helps maintain compatibility with coupling conditions used to link peptide segments, while the salt form supports reliable weighing and reagent performance across repeated reactions in peptide development labs. Researchers developing peptide leads or generating defined peptide standards often select this protected Asp derivative to ensure that the aspartate side chain does not interfere with fragment coupling and purification.

3. Peptide Library and SAR Synthesis

Boc-Asp-OcHex · DCHA is commonly used for peptide library construction and structure-activity relationship (SAR) studies that require systematic variation of Asp-containing sequences. In library synthesis, consistent side-chain protection is critical for reproducible yields and for minimizing sequence-dependent side reactions during parallel synthesis and deprotection. Peptide chemistry teams use this building block to standardize the Asp incorporation step, enabling downstream characterization of analogs by LC-MS and other analytical methods while maintaining control over aspartate functional-group accessibility at the desired stage.

4. Pharmaceutical Intermediate Peptide Fragments

Boc-Asp-OcHex · DCHA finds practical use in the preparation of protected peptide intermediates used in pharmaceutical intermediate development, particularly when Asp-containing fragments must be carried through multi-step synthesis with controlled functional-group protection. Process development and custom synthesis groups rely on the Boc/OcHex protection pattern to keep the aspartate side chain protected during fragment assembly and purification, reducing variability from side-chain reactivity. This makes the derivative a useful reagent for generating well-defined, protected peptide building blocks that can be further elaborated toward larger constructs.

Size
5 g;25 g;
InChI
1S/C15H25NO6.C12H23N/c1-15(2,3)22-14(20)16-11(9-12(17)18)13(19)21-10-7-5-4-6-8-10;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h10-11H,4-9H2,1-3H3,(H,16,20)(H,17,18);11-13H,1-10H2/t11-;/m0./s1
InChI Key
GUAPOQKXUJIYAF-MERQFXBCSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC(=O)O)C(=O)OC1CCCCC1.C1CCC(CC1)NC2CCCCC2

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