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CAS 39837-09-7

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N-Benzoyl-DL-homocysteine thiolactone

Description:
N-Benzoyl-DL-homocysteine thiolactone is a chemical compound characterized by its thiolactone structure, which is a cyclic thioester derived from homocysteine. This compound features a benzoyl group attached to the nitrogen of the homocysteine backbone, enhancing its reactivity and solubility in organic solvents. It is typically a white to off-white solid and is known for its role in biochemical research, particularly in studies related to sulfur-containing amino acids and their derivatives. The thiolactone form is significant as it can undergo ring-opening reactions, leading to the formation of various derivatives that may have biological activity. N-Benzoyl-DL-homocysteine thiolactone is also utilized in the synthesis of peptides and other complex molecules in organic chemistry. Its reactivity is influenced by the presence of the thiolactone ring, which can participate in nucleophilic attacks and other chemical transformations. As with many thiolactones, it should be handled with care due to potential reactivity and toxicity associated with thiol-containing compounds.
Formula:C11H11NO2S
InChI:InChI=1S/C11H11NO2S/c13-10(8-4-2-1-3-5-8)12-9-6-7-15-11(9)14/h1-5,9H,6-7H2,(H,12,13)
InChI key:InChIKey=GHUVBMYECVDQDY-UHFFFAOYSA-N
SMILES:N(C(=O)C1=CC=CC=C1)C2C(=O)SCC2
Synonyms:
  • Benzamide, N-(tetrahydro-2-oxo-3-thienyl)-, (±)-
  • Benzamide, N-(tetrahydro-2-oxo-3-thienyl)-
  • N-(Tetrahydro-2-oxo-3-thienyl)benzamide
  • N-Benzoyl-DL-homocysteine thiolactone
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