Description

(2R)-4-benzyl-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]morpholin-3-one (CAS No. 287930-75-0) is a highly specialized chiral morpholinone derivative designed for advanced research applications. With the molecular formula C₂₁H₁₉F₆NO₃, this compound features a benzyl group and a trifluoromethyl-substituted phenyl ring, offering unique steric and electronic properties. Its enantiomerically pure (R,R)-configuration makes it valuable for asymmetric synthesis, medicinal chemistry, and pharmaceutical development. The compound is supplied as a high-purity solid (>95%) with rigorous QC validation via HPLC, NMR, and LC-MS. Store under inert conditions at -20°C to ensure stability. Ideal for researchers exploring enzyme inhibitors, receptor modulators, or novel bioactive scaffolds.

Properties

• CAS Number: 287930-75-0
• Complexity: 583
• IUPAC Name: (2R)-4-benzyl-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]morpholin-3-one
• InChI: InChI=1S/C21H19F6NO3/c1-13(15-9-16(20(22,23)24)11-17(10-15)21(25,26)27)31-19-18(29)28(7-8-30-19)12-14-5-3-2-4-6-14/h2-6,9-11,13,19H,7-8,12H2,1H3/t13-,19-/m1/s1
• InChI Key: KVPJNHLVRGUYGQ-BFUOFWGJSA-N
• Exact Mass: 447.12691244
• Molecular Formula: C21H19F6NO3
• Molecular Weight: 447.4
• SMILES: C[C@H](C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)O[C@@H]2C(=O)N(CCO2)CC3=CC=CC=C3
• Topological: 38.8
• Monoisotopic Mass: 447.12691244
• Synonyms: 287930-75-0, (R)-4-benzyl-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)morpholin-3-one, (2R)-4-benzyl-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]morpholin-3-one, 3-Morpholinone, 2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-4-(phenylmethyl)-, (2R)-, (2R)-4-BENZYL-2-{(1R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHOXY}MORPHOLIN-3-ONE, (R)-4-BENZYL-2-((R)-1-(3,5-BIS(TRIFLUOROMETHYL)-PHENYL)ETHOXY)MORPHOLIN-3-ONE, KVPJNHLVRGUYGQ-BFUOFWGJSA-N, MFCD22494935, (2R)-2-[(1R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethoxy]-4-(phenylmethyl)-3-morpholinone, 2WG4M45JWS, SCHEMBL23421475, DTXSID90436990, BCP21361, AKOS015999459, MG-0724, (R)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-4-benzylmorpholin-3-one, CS-0450624

Application

This chiral morpholinone derivative serves as a key intermediate in the synthesis of pharmacologically active compounds, particularly in the development of enzyme inhibitors and receptor modulators. Its rigid structure and trifluoromethyl groups enhance binding affinity, making it useful for probing steric interactions in drug design. Researchers also employ it in asymmetric catalysis and as a building block for complex heterocycles.

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