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CAS 180322-86-5

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(1R,2R)-N-BOC-1-Amino-2-phenylcyclopropanecarboxylic acid

Description:
(1R,2R)-N-BOC-1-Amino-2-phenylcyclopropanecarboxylic acid is a chiral compound characterized by its cyclopropane structure, which includes a phenyl group and a carboxylic acid functional group. The "N-BOC" designation indicates the presence of a tert-butyloxycarbonyl (BOC) protecting group on the amino group, which is commonly used in peptide synthesis to protect amines. This compound exhibits both acidic and basic properties due to the carboxylic acid and amine functionalities, respectively. Its chirality, denoted by the (1R,2R) configuration, suggests that it can exist as enantiomers, which may exhibit different biological activities. The presence of the phenyl group contributes to its hydrophobic character, potentially influencing its solubility and interaction with biological systems. This compound is of interest in medicinal chemistry and drug development, particularly in the synthesis of peptide-based therapeutics. As with many chiral compounds, careful consideration of its stereochemistry is crucial for understanding its reactivity and biological effects.
Formula:C15H18NO4
InChI:InChI=1/C15H19NO4/c1-14(2,3)20-13(19)16-15(12(17)18)9-11(15)10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,16,19)(H,17,18)/p-1/t11-,15-/m1/s1
SMILES:CC(C)(C)OC(=N[C@@]1(C[C@@H]1c1ccccc1)C(=O)[O-])O
Synonyms:
  • (1R,2R)-1-[(tert-butoxycarbonyl)amino]-2-phenylcyclopropanecarboxylic acid
  • (1R,2R)-1-[(tert-butoxycarbonyl)amino]-2-phenylcyclopropanecarboxylate
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