L-2-Aminohexanedioicacid-d-methyl ester . HCl

L-2-Aminohexanedioicacid-d-methyl ester . HCl is a derivatized amino acid featuring a six-carbon backbone with two carboxyl groups (hexanedioic acid motif) and an amino group at the 2-position, where the d-methyl ester form indicates esterification of one carboxyl group while the other remains as a free carboxylic acid. The molecule is present as a hydrochloride salt, bearing a protonatable amino functionality and a carboxyl group that can participate in acid-base equilibria, with the d-methyl ester stereochemical descriptor reflecting the specified ester stereochemistry in the product name. As an amino acid ester hydrochloride, it is used as a protected/functionalized building block for preparing more complex amino acid and peptide-like structures, as well as for constructing labeled or modified carboxylate-containing analogues in solution-phase or solid-phase synthesis workflows.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
L-2-Aminohexanedioicacid-d-methyl ester . HCl(CAS 147780-39-0)

CAT No: CP02705

CAS No:147780-39-0

Synonyms/Alias:147780-39-0;H-AAD(OME)-OH HCl;(S)-2-AMINO-6-METHOXY-6-OXOHEXANOIC ACID HYDROCHLORIDE;H-Aad(OMe)-OH.HCl;MFCD01632070;H-Aad(ome)-OH hydrochloride;Hexanedioic acid, 2-amino-, 6-methyl ester, hydrochloride, (S)- (9CI);(2S)-2-amino-6-methoxy-6-oxohexanoic acid;hydrochloride;(2S)-2-Aminoadipic acid 6-methyl ester hydrochloride;H-Aad(OMe)-OHHCl;Hexanedioic acid, 2-amino-, 6-methyl ester, hydrochloride, (S)-;IOPRBBKYRZVRBV-JEDNCBNOSA-N;L-a-Aminoadipic acid d-methyl ester hydrochloride;H-Homoglu(ome)-OH-HCl;SCHEMBL6121574;O6-Methyl-L-homoglutamic acid HCl;AKOS007930219;AKOS015911934;BS-21435;CS-0208907;D95453;(2S)-2-AMINO-6-METHOXY-6-OXOHEXANOIC ACID HYDROCHLORIDE;L--Aminoadipic acid--methyl ester HCl;(S)-2-Amino-hexanedioic acid-6-methyl ester HCl;H-Homoglu(OMe)-OH HCl;

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M.F/Formula
C7H14ClNO4
M.W/Mr.
211.64
Sequence
Three Letter Code:H-Aad(OMe)-OH.HCl

L-2-Aminohexanedioicacid-d-methyl ester . HCl is a chiral amino acid derivative featuring a six-carbon backbone with two carboxylate-equivalent functionalities, presented as an aminohexanedioate methyl ester hydrochloride salt. The D-methyl ester stereochemical element and the free amino group as a hydrochloride salt influence solubility, salt formation behavior, and compatibility with peptide coupling workflows. The molecule's ester and carboxylate-like functionality enable orthogonal protection and selective conversion into amide or activated acid derivatives, while the amino functionality participates in standard N-acylation chemistry under controlled conditions. The resulting reactivity profile supports its use as a stereodefined intermediate for amino acid derivatization, peptide building block preparation, and downstream functional scaffold construction in both research and manufacturing settings.

1. Protected Amino Acid Synthesis

L-2-Aminohexanedioicacid-d-methyl ester . HCl is applied in protected amino acid synthesis where salt-stabilized amine handling and controlled functional-group transformations are required for orthogonal protection strategies. The amino group can be selectively acylated to form an N-protected derivative, while the methyl ester can be maintained during early steps and later hydrolyzed or transesterified to regenerate an acid handle for coupling. The chiral D configuration and the aminohexanedioate backbone support stereochemically consistent intermediate preparation for subsequent peptide coupling chemistry. Downstream conversion to protected acid or activated ester forms enables systematic construction of peptide building blocks and process-ready intermediates for fine chemical synthesis.

2. Peptide Coupling Chemistry

L-2-Aminohexanedioicacid-d-methyl ester . HCl is suitable for peptide synthesis workflows that require incorporation of a diamino acid-like scaffold with an ester-controlled carboxylate equivalent. The presence of an amino group and a methyl ester allows stepwise N-acylation followed by ester-to-acid conversion, supporting C-terminal or side-chain functionalization depending on the protection pattern chosen for the second carboxylate functionality. The hydrochloride salt form can improve handling of the amine during coupling setup and can be leveraged to manage reactivity when preparing activated intermediates for amide bond formation. The stereodefined backbone can be carried through sequential coupling steps to generate peptide analogs and constrained linkers relevant to peptide science and peptidomimetic construction.

3. Chiral Building Block Development

L-2-Aminohexanedioicacid-d-methyl ester . HCl serves as a chiral amino acid intermediate for asymmetric or stereospecific synthetic routes targeting D-configured amino acid derivatives. The D-methyl ester stereochemical feature provides a defined stereochemical element that can be preserved through derivatization, followed by controlled functional-group interconversions such as ester hydrolysis, activation, or conversion to amide-forming derivatives. The aminohexanedioate framework supports formation of downstream chiral acids, activated esters, or protected amines that feed into larger molecular assemblies. The compound's salt form also supports reproducible intermediate preparation for chemical manufacturing and research-grade synthesis where stereochemical integrity and functional-group orthogonality are required.

4. Bioconjugation Linker Chemistry

L-2-Aminohexanedioicacid-d-methyl ester . HCl can be used in bioconjugation linker chemistry to generate amino acid-based handles for attachment to biomolecules or surfaces. The amino functionality enables formation of amide or carbamate linkages, while the ester can be transformed into a carboxylate for coupling to amine-bearing targets or for activation into reactive acylating species. The diamino acid-like backbone length and two functional-group equivalents can support spacer design that modulates steric accessibility and conjugation density in labeling reagents. Downstream derivatization of this chiral intermediate can yield linker modules compatible with peptide conjugates, protein labeling strategies, and analytical reagent construction.

5. Process Chemistry Intermediate

L-2-Aminohexanedioicacid-d-methyl ester . HCl is relevant to process chemistry intermediate preparation where salt formation and ester-based staging improve manufacturability of amino acid derivatives. The hydrochloride salt form helps manage amine handling and can support consistent input specifications for downstream protection, activation, or hydrolysis steps in a multi-stage synthetic sequence. The methyl ester provides a controllable functional group that can be carried through early transformations and then converted to an acid for coupling or for further derivatization into activated intermediates. The stereodefined chiral center and functional-group pattern make the compound suitable for scalable fine chemical synthesis routes that require predictable amino acid intermediate behavior and reliable downstream conversion to peptide-ready materials.

Abbr
H-Aad(OMe)-OH.HC
InChI
InChI=1S/C7H13NO4.ClH/c1-12-6(9)4-2-3-5(8)7(10)11;/h5H,2-4,8H2,1H3,(H,10,11);1H/t5-;/m0./s1
InChI Key
IOPRBBKYRZVRBV-JEDNCBNOSA-N
Canonical SMILES
COC(=O)CCCC(C(=O)O)N.Cl

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