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CAS 103201-78-1

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(4S)-4-Cyclohexyl-L-proline

Description:
(4S)-4-Cyclohexyl-L-proline is a chiral amino acid derivative characterized by its cyclohexyl side chain attached to the proline backbone. This compound features a five-membered pyrrolidine ring, which is typical of proline, and the cyclohexyl group contributes to its hydrophobic properties. The stereochemistry at the 4-position is crucial, as it influences the compound's biological activity and interaction with receptors or enzymes. (4S)-4-Cyclohexyl-L-proline is often studied in the context of peptide synthesis and drug design due to its potential to serve as a building block for bioactive compounds. Its unique structure may enhance the stability and selectivity of peptides, making it of interest in medicinal chemistry. Additionally, the presence of the cyclohexyl group can affect the conformational flexibility of the molecule, which is important for its function in biological systems. Overall, this compound exemplifies the significance of stereochemistry and structural features in the development of pharmaceuticals and therapeutic agents.
Formula:C11H19NO2
InChI:InChI=1S/C11H19NO2/c13-11(14)10-6-9(7-12-10)8-4-2-1-3-5-8/h8-10,12H,1-7H2,(H,13,14)/t9-,10+/m1/s1
InChI key:InChIKey=XRZWVSXEDRYQGC-ZJUUUORDSA-N
SMILES:C(O)(=O)[C@@H]1C[C@H](CN1)[C@@H]2CCCCC2
Synonyms:
  • (4S)-4-Cyclohexyl-<span class="text-smallcaps">L</span>-proline
  • (4S)-4-cyclohexyl-L-proline
  • <span class="text-smallcaps">L</span>-Proline, 4-cyclohexyl-, (4S)-
  • <span class="text-smallcaps">L</span>-Proline, 4-cyclohexyl-, trans-
  • Fosinopril Intermediate
  • Trans-1-cyclohexy-L-proline
  • L-Proline, 4-cyclohexyl-, (4S)-
  • L-Proline, 4-cyclohexyl-, trans-
  • (2S,4S)-4-Cyclohexylpyrrolidine-2-carboxylic acid
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