Boc-AMCP-OH

Boc-AMCP-OH is a Boc-protected amino acid derivative featuring the AMCP side chain and a carboxylic acid functionality, where "Boc" indicates a tert-butoxycarbonyl protecting group on the amino group. The molecule therefore contains a protected α-amino component and an unprotected carboxylic acid, with the Boc group designed to suppress undesired amine reactivity during peptide-coupling steps while allowing controlled formation of amide bonds at the carboxylate. Boc-AMCP-OH is used as a protected amino acid building block for peptide synthesis workflows, including stepwise assembly where chemoselective handling of the amino and carboxyl functional groups is required.

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

CAT No: CP25589

CAS No:204376-48-7

Synonyms/Alias:BOC-AMCP-OH;204376-48-7;1-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylicacid;1-((TERT-BUTOXYCARBONYLAMINO)METHYL)CYCLOPROPANECARBOXYLICACID;1-(T-BUTYLOXYCARBONYL-AMINOMETHYL)-CYCLOPROPYL-1-CARBOXYLICACID;AmbotzBAA1016;BOC-ACPA-OH;SCHEMBL335137;MolPort-008-267-358;UGPTVCJIZPFGLU-UHFFFAOYSA-N;ZINC2540499;AKOS015999108;AB21258;MCULE-6398032599;AJ-39091;AK-90446;OR090912;SC-14984;KB-147743;KB-212258;ST24024682;V4222;B-7766;1-(Boc-Aminomethyl)cyclopropyl)-1-carboxylicacid;1-BOCAMINOMETHYL-CYCLOPROPANECARBOXYLICACID

Chemical Name:1-(t-Butyloxycarbonyl-aminomethyl)-cyclopropyl-1-carboxylic acid

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cGMP Peptide
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M.F/Formula
C10H17NO4
M.W/Mr.
215,25 g/mole

Boc-AMCP-OH is a Boc-protected amino acid derivative bearing the AMCP side chain, supplied as a protected building block for peptide and peptidomimetic synthesis. The N-terminal Boc group is designed to be removed under standard peptide-deprotection conditions, enabling controlled assembly of amide bonds while preserving the side-chain functionality during coupling steps. This protected format is commonly selected in synthetic workflows that require reliable handling of a chiral amino acid building block and predictable downstream conversion into longer peptide intermediates.

1. Peptidomimetic Building Block

Boc-AMCP-OH is used by medicinal chemistry and peptide drug discovery groups to construct peptidomimetic scaffolds where the AMCP side chain needs to be incorporated in a protected, coupling-ready form. The Boc protection supports stepwise synthesis of amide-linked sequences, allowing researchers to generate analog libraries for structure-activity relationship studies and conformational tuning. In practice, this building block is typically chosen when the AMCP residue must be introduced with minimal side reactions during chain assembly, and when the N-terminus must be masked to control chemoselectivity across multiple coupling/deprotection cycles.

2. Solid-Phase Peptide Synthesis

Boc-AMCP-OH is frequently employed in solid-phase peptide synthesis workflows as a protected amino acid input for custom peptide manufacturing and academic peptide chemistry. The Boc-protected amino functionality supports iterative sequence construction while helping maintain the integrity of the AMCP side chain during repeated coupling steps. Researchers rely on Boc-AMCP-OH to prepare defined peptide segments and longer peptide targets where the AMCP residue is positioned at specific sites within the sequence, supporting downstream purification and characterization of the assembled products.

3. Pharmaceutical Intermediate Development

Boc-AMCP-OH is also used in pharmaceutical intermediate development to prepare protected amino acid intermediates and key fragments for downstream synthesis of peptide-based candidates and related small-molecule conjugates. Development chemists select Boc-AMCP-OH when they need a stable, isolable protected form that can be carried through multi-step manufacturing sequences and then converted into further functionalized derivatives as part of a larger synthetic plan. This makes the material a practical choice for route scouting, scale-up of intermediate fragments, and preparation of sequence-defined building blocks used in contract synthesis and internal R&D programs.

4. Chiral Amino Acid Fragment Assembly

Boc-AMCP-OH supports chiral fragment assembly in laboratory and industrial settings where stereodefined amino acid residues must be incorporated into complex, amide-rich structures. By supplying the residue in a protected form, the building block helps maintain the intended stereochemistry during peptide assembly and subsequent intermediate elaboration steps. Synthetic teams use Boc-AMCP-OH to build stereochemically controlled intermediates for analytical reference materials, method development, and the generation of defined peptide fragments used in structure confirmation workflows.

Size
1 g;5 g;25 g;
InChI
1S/C10H17NO4/c1-9(2,3)15-8(14)11-6-10(4-5-10)7(12)13/h4-6H2,1-3H3,(H,11,14)(H,12,13)
InChI Key
UGPTVCJIZPFGLU-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCC1(CC1)C(=O)O

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