4-Fmoc-3(S)-morpholinecarboxylic Acid

• CAT Number: R025837
• CAS Number: 281655-37-6
• Molecular Formula: C20H19NO5
• Molecular Weight: 353.37
• Purity: ≥95%
• Synonyms: (S)-Fmoc-3-carboxymorpholine; (S)-4-N-Fmoc-3-morpholinecarboxylic Acid; (S)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl) morpholine-3-carboxylic Acid
• Storage: -20°C
• IUPAC Name: (3S)-4-(9H-fluoren-9-ylmethoxycarbonyl)morpholine-3-carboxylic acid
• InChI: InChI=1S/C20H19NO5/c22-19(23)18-12-25-10-9-21(18)20(24)26-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,17-18H,9-12H2,(H,22,23)/t18-/m0/s1
• InChIKey: CJVIYWXADATNKP-SFHVURJKSA-N
• SMILES: C1COCC(N1C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

4-Fmoc-3(S)-morpholinecarboxylic acid(CAT: R025837) is a specialized heterocyclic amino acid derivative used primarily as a building block in peptide synthesis. Featuring an Fmoc (9-fluorenylmethoxycarbonyl) protecting group on the nitrogen atom, it enables orthogonal protection strategies in solid-phase peptide synthesis (SPPS). The (S)-configuration ensures stereochemical fidelity, critical for the synthesis of bioactive peptides and peptide mimetics. The morpholine ring introduces conformational rigidity and enhances solubility, making it a valuable tool in designing peptides with improved pharmacokinetic profiles. This compound is ideal for medicinal chemistry, peptidomimetics, and structure–activity relationship (SAR) studies involving constrained or cyclic peptide analogs.