CAS 102507-17-5

rel-(3S)-N-[(1,1-Dimethylethoxy)carbonyl]-3-hydroxy-D-leucine

Description:

Rel-(3S)-N-[(1,1-Dimethylethoxy)carbonyl]-3-hydroxy-D-leucine, with the CAS number 102507-17-5, is a synthetic amino acid derivative characterized by its unique structural features. This compound contains a hydroxy group at the 3-position of the leucine backbone, which contributes to its solubility and reactivity. The presence of the 1,1-dimethylethoxycarbonyl group enhances its stability and protects the amino group during chemical reactions, making it useful in peptide synthesis and other organic transformations. The stereochemistry of the molecule is significant, as the "rel-(3S)" designation indicates a specific spatial arrangement of atoms that can influence its biological activity and interaction with enzymes or receptors. This compound is typically utilized in pharmaceutical research and development, particularly in the design of peptide-based drugs. Its properties, such as melting point, solubility, and reactivity, are influenced by the functional groups present, making it a versatile building block in medicinal chemistry.

Formula: C₁₁H₂₁NO₅

InChI: InChI=1/C11H21NO5/c1-6(2)8(13)7(9(14)15)12-10(16)17-11(3,4)5/h6-8,13H,1-5H3,(H,12,16)(H,14,15)/t7-,8+/s2

InChI key: InChIKey=ISRKGGQOVLQWDW-HGXVMFPFNA-N

SMILES: [C@H](NC(OC(C)(C)C)=O)([C@@H](C(C)C)O)C(O)=O

Synonyms:

• D-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-, (3S)-rel-
• rel-(3S)-N-[(1,1-Dimethylethoxy)carbonyl]-3-hydroxy-D-leucine
• DL-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-, threo-