Description

(S)-2-(3-(1-(tert-Butoxycarbonyl)-1H-imidazol-4-yl)-2-((tert-butoxycarbonyl)amino)propanamido)-2-methylpropanoic acid (CAS: 2765344-17-8) is a high-purity, synthetic organic compound designed for advanced research and pharmaceutical applications. With the molecular formula C₂₀H₃₂N₄O₇, this compound features a unique imidazole-based structure protected by tert-butoxycarbonyl (Boc) groups, ensuring stability during complex synthetic processes. Its IUPAC name, 2-methyl-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]imidazol-4-yl]propanoyl]amino]propanoic acid, highlights its chiral (S)-configuration and functional versatility. Ideal for peptide synthesis, medicinal chemistry, and biochemical studies, this product is rigorously tested for purity (typically ≥95% by HPLC) and supplied with comprehensive analytical data (MS, NMR) to meet stringent research requirements. Store at -20°C under inert conditions to preserve integrity.

Properties

• CAS Number: 2765344-17-8
• Complexity: 695
• IUPAC Name: 2-[[(2S)-2-(tert-butoxycarbonylamino)-3-(1-tert-butoxycarbonylimidazol-4-yl)propanoyl]amino]-2-methyl-propanoic acid
• InChI: InChI=1S/C20H32N4O7/c1-18(2,3)30-16(28)22-13(14(25)23-20(7,8)15(26)27)9-12-10-24(11-21-12)17(29)31-19(4,5)6/h10-11,13H,9H2,1-8H3,(H,22,28)(H,23,25)(H,26,27)/t13-/m0/s1
• InChI Key: AEYLPTWNEKVXEN-ZDUSSCGKSA-N
• Exact Mass: 440.22709937
• Molecular Formula: C20H32N4O7
• Molecular Weight: 440.5
• SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CN(C=N1)C(=O)OC(C)(C)C)C(=O)NC(C)(C)C(=O)O
• Topological: 149
• Monoisotopic Mass: 440.22709937
• Synonyms: (S)-2-(3-(1-(tert-Butoxycarbonyl)-1H-imidazol-4-yl)-2-((tert-butoxycarbonyl)amino)propanamido)-2-methylpropanoic acid, 2765344-17-8

Application

This compound serves as a key intermediate in the synthesis of Boc-protected peptides and imidazole-containing bioactive molecules. Its dual Boc-protected amino and imidazole groups enable selective deprotection for controlled stepwise reactions, particularly in solid-phase peptide synthesis (SPPS). Researchers utilize it to explore enzyme inhibition, receptor modulation, and targeted drug delivery systems due to its chiral specificity and steric hindrance. It is also valuable in developing prodrugs or molecular probes for studying cellular signaling pathways.

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