Boc-S-Mo3C-OH is a Boc-protected amino acid derivative featuring a sulfur-containing side-chain bearing a Mo3C (molybdenum carbide) cluster motif attached through the sulfur atom, classifying it as a structurally modified, non-proteinogenic amino acid building block. The molecule contains a free carboxylic acid functional group and an N-Boc (tert-butoxycarbonyl) protecting group on the amino functionality, with the side-chain providing a metal-carbide-associated sulfur handle that can influence coordination and chemoselective conjugation chemistry. In peptide and bioconjugation-oriented synthesis, it is used as a protected precursor to incorporate the Mo3C-bearing sulfur side chain into larger amino acid or peptide frameworks while the Boc group helps suppress undesired amino reactivity during stepwise coupling and subsequent deprotection.
CAT No: CP25608
CAS No:212650-43-6
Synonyms/Alias:212650-43-6;4-boc-3-morpholinecarboxylicacid;4-(tert-butoxycarbonyl)morpholine-3-carboxylicacid;Morpholine-3,4-dicarboxylicacid4-tert-butylester;4-N-Boc-3-morpholinecarboxylicacid;4-boc-morpholine-3-carboxylicacid;N-Boc-morpholine-3-carboxylicacid;SBB053360;AC1MC1ZU;SCHEMBL154453;CTK4E6267;KVXXEKIGMOEPSA-UHFFFAOYSA-N;MolPort-000-001-475;BH060;HT729;4-[(2-methylpropan-2-yl)oxycarbonyl]morpholine-3-carboxylicAcid;ACN-S002915;ACT08804;CS-M0709;ANW-51232;FC0074;MFCD02683057;RW3942;WTI-11835;4-N-Boc-morpholine-3-carboxylicacid
Chemical Name:(S)-N-t-Butyloxycarbonyl-morpholine-3-carboxylic acid
Boc-S-Mo3C-OH is a Boc-protected amino acid derivative featuring a carbamate-protected amine and a sulfur-containing side-chain motif bearing a Mo3C-bound functional group, with an overall chiral amino acid framework that can function as a stereochemically defined building block in peptide and heteroatom chemistry. The Boc group provides controlled N-protection during coupling and subsequent deprotection steps, while the side-chain sulfur functionality enables coordination chemistry and downstream derivatization to sulfidic or thioether-like products. The presence of metal-carbide-associated chemistry at the side chain can influence reactivity toward ligand exchange, oxidation-state dependent transformations, and incorporation into sulfur-rich motifs. The compound's protected amine and carboxylic acid functionality make it suitable for peptide coupling compatibility, chiral intermediate preparation, and process-oriented fine chemical synthesis where orthogonal protection and functional-group tolerance are required.
1. Protected Amino Acid Chemistry
Boc-S-Mo3C-OH is applied in protected amino acid synthesis and orthogonal protection workflows where the Boc carbamate stabilizes the amino functionality during activation of the carboxylic acid for peptide coupling chemistry. The compound's amino acid backbone, bearing a Boc-protected N-terminus and a free carboxylic acid, supports selective conversion to activated esters or coupling-ready intermediates while minimizing side reactions at the amine. The sulfur-containing Mo3C-associated side chain can be carried through coupling steps as a functional handle for later ligand exchange or sulfur-focused transformations. Downstream, Boc-S-Mo3C-OH can serve as a chiral, N-protected intermediate enabling stepwise construction of peptide fragments and sulfur-rich analogs used in chemical biology and materials-oriented synthesis.
2. Peptide Coupling Building Block
Boc-S-Mo3C-OH is used as a peptide building block in peptide synthesis planning where Boc protection ensures compatibility with common amide bond-forming strategies targeting the C-terminal carboxyl group. The defined stereochemistry of the amino acid framework supports incorporation into peptide sequences or peptide-like scaffolds with controlled side-chain placement, while the Boc group can be removed under standard deprotection conditions to reveal a free amine for sequential elongation. The Mo3C-bearing sulfur functionality can participate as a side-chain-modulating element, enabling preparation of peptides or peptidomimetics that incorporate metal-affinitive or sulfur-reactive motifs. The resulting Boc-deprotected or further derivatized products can be used to generate peptide analog libraries for structure-activity relationship studies and for probing side-chain effects on molecular recognition.
3. Chemical Biology Probes
Boc-S-Mo3C-OH is suitable for chemical biology research requiring amino acid-derived probes that combine an amide-forming backbone with a sulfur-active side chain for conjugation or metal-affinity labeling strategies. The Boc-protected amine and carboxylic acid allow conversion into conjugatable derivatives after controlled deprotection, supporting attachment to biomolecule scaffolds through amide formation or linker-mediated coupling. The sulfur-containing Mo3C-associated motif can function as a distinct chemical handle that may enable selective binding interactions, oxidation-state dependent behavior, or coordination-driven labeling in assays designed to evaluate molecular interactions. Downstream use includes preparation of labeled peptide fragments, affinity reagents, and biomolecule modification intermediates that support mechanistic studies of sulfur/metal-sensitive binding environments.
4. Peptidomimetics And SAR Studies
Boc-S-Mo3C-OH is applied in peptidomimetic construction and SAR studies where incorporation of a sulfur-bearing, metal-carbide-associated side chain can modulate conformational preferences and interaction profiles relative to standard thioether or thiol analogs. The amino acid stereocenter and Boc-protected N-group facilitate systematic analog synthesis by enabling controlled coupling at the carboxyl terminus and stepwise side-chain functionalization after deprotection. The Mo3C-linked sulfur motif can be leveraged to generate a series of structurally related derivatives that probe how sulfur coordination and side-chain electronic character influence binding in structure-activity relationship experiments. The compound's protected amino acid format supports scalable intermediate preparation for medicinal chemistry-style library generation and for comparative analysis of peptide-like inhibitors or binding scaffolds.
5. Process Chemistry Intermediate
Boc-S-Mo3C-OH is relevant to process chemistry intermediate preparation where orthogonal protection and functional-group tolerance are required for manufacturing routes that involve sequential protection, coupling, and downstream conversion. The Boc carbamate provides a robust N-protection strategy during handling of carboxylic acid activation steps, while the free acid functionality supports conversion to coupling-ready forms under controlled conditions. The sulfur-containing Mo3C-associated side chain can be carried through intermediate stages as a defined chemical entity, enabling later transformation into sulfidic or metal-coordinating derivatives used in fine chemical synthesis programs. The compound's dual role as a protected amino acid derivative and a side-chain functional intermediate supports downstream manufacturing of peptide fragments, peptidomimetics, and specialized sulfur-rich reagents used in industrial chemical production workflows.
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