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CAS 76932-48-4

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(R)-N-Boc-1-Naphthylalanine

Description:
(R)-N-Boc-1-Naphthylalanine is a chiral amino acid derivative characterized by the presence of a naphthalene ring and a tert-butyloxycarbonyl (Boc) protecting group on the amino group. This compound is typically used in peptide synthesis and as a building block in the development of pharmaceuticals due to its ability to introduce chirality and enhance the biological activity of peptides. The Boc group serves as a protective moiety that can be removed under acidic conditions, allowing for further functionalization of the amino acid. The naphthalene moiety contributes to the compound's hydrophobic characteristics, influencing its solubility and interaction with biological targets. Additionally, the stereochemistry of the (R) configuration plays a crucial role in determining the compound's biological properties and interactions with enzymes and receptors. Overall, (R)-N-Boc-1-Naphthylalanine is valued in synthetic organic chemistry for its versatility and functionality in creating complex molecular architectures.
Formula:C18H20NO4
InChI:InChI=1/C18H21NO4/c1-18(2,3)23-17(22)19-15(16(20)21)11-13-9-6-8-12-7-4-5-10-14(12)13/h4-10,15H,11H2,1-3H3,(H,19,22)(H,20,21)/p-1/t15-/m1/s1
SMILES:CC(C)(C)OC(=N[C@H](Cc1cccc2ccccc12)C(=O)[O-])O
Synonyms:
  • Boc-D-1-Naphthylalanine
  • Boc-D-3-(1-Naphthyl)-alanine
  • Boc-3-(1-Naphthyl)-D-alanine
  • Boc-D-1-Nal-OH
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