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Atomfair 3-Bromo-N-Boc-D-alanine methyl ester C9H16BrNO4 CAS 402726-50-5

3-Bromo-N-Boc-D-alanine methyl ester (CAS No. 402726-50-5) is a high-purity chiral building block widely used in organic synthesis and pharmaceutical research. This compound, with the molecular formula C9H16BrNO4, features a Boc-protected amino group and a bromo substituent, making it a versatile intermediate for peptide coupling, asymmetric synthesis, and medicinal chemistry applications. The methyl ester functionality enhances solubility and reactivity, while the Boc group provides stability under various reaction conditions. Ideal for researchers seeking enantiomerically pure intermediates, this product is rigorously quality-controlled to ensure consistency in yield and performance. Available in various quantities to suit lab-scale and industrial needs.

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Description

3-Bromo-N-Boc-D-alanine methyl ester (CAS No. 402726-50-5) is a high-purity chiral building block widely used in organic synthesis and pharmaceutical research. This compound, with the molecular formula C9H16BrNO4, features a Boc-protected amino group and a bromo substituent, making it a versatile intermediate for peptide coupling, asymmetric synthesis, and medicinal chemistry applications. The methyl ester functionality enhances solubility and reactivity, while the Boc group provides stability under various reaction conditions. Ideal for researchers seeking enantiomerically pure intermediates, this product is rigorously quality-controlled to ensure consistency in yield and performance. Available in various quantities to suit lab-scale and industrial needs.

Properties

  • CAS Number: 402726-50-5
  • Complexity: 237
  • IUPAC Name: methyl (2S)-3-bromo-2-(tert-butoxycarbonylamino)propanoate
  • InChI: InChI=1S/C9H16BrNO4/c1-9(2,3)15-8(13)11-6(5-10)7(12)14-4/h6H,5H2,1-4H3,(H,11,13)/t6-/m1/s1
  • InChI Key: ODLDPRMMKCMNMD-ZCFIWIBFSA-N
  • Exact Mass: 281.02627
  • Molecular Formula: C9H16BrNO4
  • Molecular Weight: 282.13
  • SMILES: CC(C)(C)OC(=O)N[C@H](CBr)C(=O)OC
  • Topological: 64.6
  • Monoisotopic Mass: 281.02627
  • Synonyms: 3-Bromo-N-Boc-D-alanine methyl ester, 402726-50-5, (S)-Methyl 3-bromo-2-((tert-butoxycarbonyl)amino)propanoate, methyl (2S)-3-bromo-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate, 3-?Bromo-?N-?Boc-?D-?Alanine Methyl Ester, MFCD12546210, SCHEMBL17446649, CS-0434093, F70176, EN300-24827034, Methyl (2S)-3-bromo-2-(t-butoxycarbonylamino)propanoate, (S)-Methyl3-bromo-2-((tert-butoxycarbonyl)amino)propanoate, methyl (2S)-3-bromo-2-{[(tert-butoxy)carbonyl]amino}propanoate

Application

3-Bromo-N-Boc-D-alanine methyl ester is primarily employed as a key intermediate in the synthesis of chiral amino acid derivatives and peptidomimetics. Its reactive bromo group facilitates nucleophilic substitution reactions, enabling the introduction of diverse functional groups. The Boc protection allows selective deprotection for further modifications in multi-step syntheses. This compound is particularly valuable in drug discovery for constructing biologically active molecules with defined stereochemistry.

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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Certain molecules may be protected by active patents or regulatory restrictions.

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