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CAS 374791-02-3

:

(R)-N-FMOC-Azetidine-2-carboxylic acid

Description:
(R)-N-FMOC-Azetidine-2-carboxylic acid is a chiral amino acid derivative characterized by its azetidine ring structure, which contributes to its unique three-dimensional conformation. The "FMOC" (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amine functionality, facilitating its use in peptide synthesis by preventing unwanted reactions during coupling processes. This compound is typically utilized in the field of organic synthesis and medicinal chemistry, particularly in the development of peptide-based therapeutics. Its chiral nature allows for the synthesis of enantiomerically pure compounds, which is crucial in pharmaceutical applications where the activity of a drug can be highly dependent on its stereochemistry. The carboxylic acid functional group provides acidic properties, enabling it to participate in various chemical reactions, such as esterification or amidation. Overall, (R)-N-FMOC-Azetidine-2-carboxylic acid is a valuable building block in the synthesis of complex molecules, particularly in the context of drug discovery and development.
Formula:C19H16NO4
InChI:InChI=1/C19H17NO4/c21-18(22)17-9-10-20(17)19(23)24-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H,21,22)/p-1/t17-/m1/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=O)N1CC[C@@H]1C(=O)[O-]
Synonyms:
  • (R)-N-(9-Fluorenylmethoxycarbonyl)-azetidine-2-carboxylic acid
  • (2R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]azetidine-2-carboxylate
  • (2R)-1-Fmoc-2-azetidinecarboxylic acid
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