Boc-L-Allyglycine.DCHA

Boc-L-Allyglycine.DCHA is a protected amino acid derivative in which L-allylglycine is furnished with an N-Boc (tert-butoxycarbonyl) protecting group and presented as a dicyclohexylamine (DCHA) salt. The molecule contains a free carboxyl group and an allyl side chain, while the Boc group masks the amino functionality to control chemoselectivity during stepwise coupling, and the indicated L stereochemistry defines the configuration at the alpha carbon. It is used as a precursor for peptide synthesis and other amino acid derivatization workflows where an allyl-bearing residue is required as a handle for subsequent functionalization or for incorporation into custom peptide structures.

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

CAT No: CP02604

CAS No:143979-15-1

Synonyms/Alias:143979-15-1;Dicyclohexylamine(S)-2-((tert-butoxycarbonyl)amino)pent-4-enoate;Boc-L-2-allylglycinedicyclohexylaminesalt;BOC-L-ALLYLGLYCINEDCHA;(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoicacid;dicha;C22H40N2O4;Boc-Gly(allyl)-OHCHA;AC1MBSJ4;Boc-D-Allylglycine-DCHA;Boc-L-Allylglycine-DCHA;KSC914C5J;09809_FLUKA;CTK8B4154;MolPort-001-758-713;ANW-44108;CB-762;MFCD01321013;AKOS015948714;AN-8489;OR14670;RTR-005599;AK-77725;AM016290;Boc-allyl-Gly-OHdicyclohexylammoniumsalt

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M.F/Formula
C22H40N2O4
M.W/Mr.
396.57

Boc-L-Allyglycine.DCHA is a Boc-protected L-allylglycine amino acid salt provided as the dicyclohexylamine (DCHA) salt, combining an acid-stable N-terminal protecting group with a side-chain allyl functionality. This protected, stereodefined building block is used in peptide and peptidomimetic synthesis where the allyl group offers a convenient handle for downstream functionalization after chain assembly. The DCHA salt form improves practical handling and weighing for research and custom synthesis workflows that require consistent reagent performance.

1. Peptide Building Block

Boc-L-Allyglycine.DCHA is used by peptide chemistry groups to assemble peptide segments containing the allylglycine residue under Boc-based protection strategies. The Boc group enables controlled N-terminal chemistry during stepwise peptide construction, while the allyl side chain provides a functional motif that can be carried through synthesis and later elaborated to access modified peptide analogs. This format is especially common in custom peptide manufacturing and academic peptide synthesis where protected amino acid salts are preferred for reproducible coupling and accurate stoichiometry.

2. Peptidomimetic Functionalization

Boc-L-Allyglycine.DCHA supports the preparation of peptidomimetic scaffolds and constrained analogs in medicinal chemistry and chemical biology programs by providing an allyl-bearing residue that can be converted to new substituents after peptide assembly. Researchers use the allyl functionality as a synthetic "outlet" to diversify side-chain chemistry, enabling rapid generation of analog series for structure-function studies. The DCHA salt form is often selected for practical synthesis planning, because it provides a stable, weighable protected amino acid input for iterative library workflows.

3. Pharmaceutical Intermediate Synthesis

Boc-L-Allyglycine.DCHA is also applied as a protected amino acid intermediate in the development of specialty building blocks for pharmaceutical intermediate supply chains. The combination of a Boc-protected amino group and an allyl side chain makes it a useful precursor for downstream derivatization steps that introduce new carbon substituents or functional groups relevant to medicinal chemistry programs. Process chemists and intermediate developers value this reagent format for its defined stereochemistry and protected functionality, which help streamline downstream synthesis planning and reduce variability between batches.

4. Chemical Biology Probe Precursors

Boc-L-Allyglycine.DCHA is used in chemical biology to generate allyl-functional peptide precursors that can be further transformed into labeled or reactive biomolecule conjugation intermediates. Teams building peptide-based probes often rely on the allyl handle to introduce linkers or reactive moieties at a defined position within a peptide framework, supporting modular probe design. The Boc protection pattern allows the allylglycine residue to be incorporated cleanly into probe scaffolds before final functionalization steps are performed.

Abbr
Boc-L-Allyglycine.DCHA
InChI
1S/C12H23N.C10H17NO4/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-5-6-7(8(12)13)11-9(14)15-10(2,3)4/h11-13H,1-10H2;5,7H,1,6H2,2-4H3,(H,11,14)(H,12,13)/t;7-/m.0/s1
InChI Key
VMCGMPITVQIMGK-ZLTKDMPESA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC=C)C(=O)O.C1CCC(CC1)NC2CCCCC2

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