Atomfair (R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid Boc-D-Iva-OH C10H19NO4 CAS 123254-58-0

(R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid (CAS: 123254-58-0) is a high-purity chiral amino acid derivative widely used in peptide synthesis and pharmaceutical research. This Boc-protected D-isovaline analog features a tert-butoxycarbonyl (Boc) group, ensuring optimal stability during solid-phase peptide synthesis (SPPS) and other organic transformations. With a molecular formula of C10H19NO4, it serves as a critical building block for designing bioactive peptides, peptidomimetics, and asymmetric catalysts. The compound is rigorously characterized by HPLC, NMR, and MS to guarantee ≥95% purity, making it ideal for sensitive applications in medicinal chemistry and structural biology. Store desiccated at -20°C to maintain reactivity.

Description

(R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid (CAS: 123254-58-0) is a high-purity chiral amino acid derivative widely used in peptide synthesis and pharmaceutical research. This Boc-protected D-isovaline analog features a tert-butoxycarbonyl (Boc) group, ensuring optimal stability during solid-phase peptide synthesis (SPPS) and other organic transformations. With a molecular formula of C10H19NO4, it serves as a critical building block for designing bioactive peptides, peptidomimetics, and asymmetric catalysts. The compound is rigorously characterized by HPLC, NMR, and MS to guarantee ≥95% purity, making it ideal for sensitive applications in medicinal chemistry and structural biology. Store desiccated at -20°C to maintain reactivity.

Properties

  • CAS Number: 123254-58-0
  • Complexity: 257
  • IUPAC Name: (2R)-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-/m1/s1
  • InChI Key: SHZXLTCEPXVCSV-SNVBAGLBSA-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: 123254-58-0, (R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid, Boc-D-isovaline, D-Isovaline, N-[(1,1-dimethylethoxy)carbonyl]-, (2R)-2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid, Boc-a-Me-D-Gly(Ethyl)-OH, Boc-iso-Valine, MFCD12963786, N-BOC-D-ISOVALINE, (R)-N-Boc-a-ethylalanine, (S)-N-Boc-a-ethylalanine, SCHEMBL1979477, (R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoicacid, (R)-2-(tert-butoxycarbonylamino)-2-methylbutanoic acid, (2R)-2-(tert-butoxycarbonylamino)-2-methyl-butanoic acid, SHZXLTCEPXVCSV-SNVBAGLBSA-N, Boc-D-Isovaline (Boc-D-Iva-OH), AKOS025117414, DS-8339, CS-0039041, F15253, (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-methylbutanoic acid

This compound is primarily employed as a chiral auxiliary in asymmetric synthesis and as a precursor for non-natural amino acid incorporation into peptides. It is essential for studying enzyme-substrate interactions due to its sterically hindered α-methyl group. Researchers also utilize it to modulate peptide conformation and stability in drug discovery projects targeting GPCRs and proteases.

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Disclaimer

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