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CAS 496918-28-6

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(2R)-4-(tert-butoxycarbonylamino)-2-hydroxy-butanoic acid

Description:
(2R)-4-(tert-butoxycarbonylamino)-2-hydroxy-butanoic acid, with CAS number 496918-28-6, is an amino acid derivative characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group on the amino functional group. This compound features a chiral center at the second carbon, contributing to its stereochemistry as the (2R) isomer. The molecule contains a hydroxyl group (-OH) and a carboxylic acid group (-COOH), which are typical functional groups in amino acids, imparting both acidic and polar characteristics. The Boc group serves as a protective moiety, commonly used in peptide synthesis to prevent unwanted reactions at the amino group. This compound is soluble in polar solvents due to its hydrophilic groups, making it suitable for various biochemical applications, including peptide synthesis and drug development. Its structural features suggest potential utility in medicinal chemistry, particularly in the design of bioactive compounds. Overall, this substance exemplifies the complexity and versatility of amino acid derivatives in organic and medicinal chemistry.
Formula:C9H17NO5
InChI:InChI=1/C9H17NO5/c1-9(2,3)15-8(14)10-5-4-6(11)7(12)13/h6,11H,4-5H2,1-3H3,(H,10,14)(H,12,13)/t6-/m1/s1
SMILES:CC(C)(C)OC(=NCC[C@H](C(=O)O)O)O
Synonyms:
  • (2R)-4-[(tert-Butoxycarbonyl)amino]-2-hydroxybutanoic acid
  • (R)-4-Tert-Butoxycarbonylamino-2-Hydroxy-Butyric Acid
  • Butanoic acid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-,(2R)
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