Description

(S)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid (CAS No. 151171-11-8) is a high-purity, enantiomerically pure chiral amino acid derivative widely utilized in peptide synthesis and pharmaceutical research. With the molecular formula C₁₀H₁₉NO₄, this Boc-protected L-isovaline derivative serves as a critical building block for the preparation of modified peptides, peptidomimetics, and bioactive compounds. Its tert-butoxycarbonyl (Boc) protecting group ensures stability during solid-phase peptide synthesis (SPPS) and facilitates selective deprotection under mild acidic conditions. This product is rigorously tested for purity (typically ≥95% by HPLC) and is supplied as a white to off-white crystalline powder, ensuring optimal performance in sensitive applications. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 151171-11-8
• Complexity: 257
• IUPAC Name: (2S)-2-(tert-butoxycarbonylamino)-2-methyl-butanoic acid
• InChI: InChI=1S/C10H19NO4/c1-6-10(5,7(12)13)11-8(14)15-9(2,3)4/h6H2,1-5H3,(H,11,14)(H,12,13)/t10-/m0/s1
• InChI Key: SHZXLTCEPXVCSV-JTQLQIEISA-N
• Exact Mass: 217.13140809
• Molecular Formula: C10H19NO4
• Molecular Weight: 217.26
• SMILES: CC[C@@](C)(C(=O)O)NC(=O)OC(C)(C)C
• Topological: 75.6
• Monoisotopic Mass: 217.13140809
• Synonyms: 151171-11-8, Boc-L-isovaline, (S)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid, L-Isovaline, N-[(1,1-dimethylethoxy)carbonyl]-, (2S)-2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid, Boc-a-Me-Gly(Ethyl)-OH, MFCD12031697, N-BOC-L-ISOVALINE, SCHEMBL1979479, (S)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoicacid, (S)-2-(tert-butoxycarbonylamino)-2-methylbutanoic acid, SHZXLTCEPXVCSV-JTQLQIEISA-N, Boc-L-Isovaline (Boc-L-Iva-OH), AKOS024465011, boc-(s)-2-amino-2-methylbutanoicacid, AS-47680, DB-254086, CS-0128050, F15240, N-{[(1,1-dimethylethyl}oxy]carbonyl)-D-isovaline, (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-methylbutanoic acid

This Boc-protected L-isovaline derivative is primarily employed in peptide synthesis as a non-proteinogenic amino acid to introduce steric hindrance or chiral centers into peptide backbones. Researchers use it to study peptide conformation, stability, and receptor interactions due to its constrained structure. It is also valuable in medicinal chemistry for designing protease-resistant peptides and small-molecule drug candidates targeting neurological and metabolic disorders.

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