(4R)-4-benzyl-3-[(2R,3S)-3-hydroxy-2-(prop-2-en-1-yl)pent-4-enoyl]-1,3-oxazolidin-2-one

• ChemBase ID: 171052
• Molecular Formular: C18H21NO4
• Molecular Mass: 315.36364
• Monoisotopic Mass: 315.14705816
• SMILES: C1OC(=O)N([C@@H]1Cc1ccccc1)C(=O)[C@@H]([C@H](C=C)O)CC=C
• Canonical SMILES: C=CC[C@@H](C(=O)N1[C@@H](COC1=O)Cc1ccccc1)[C@H](C=C)O
• InChI: InChI=1S/C18H21NO4/c1-3-8-15(16(20)4-2)17(21)19-14(12-23-18(19)22)11-13-9-6-5-7-10-13/h3-7,9-10,14-16,20H,1-2,8,11-12H2/t14-,15-,16+/m1/s1
• InChIKey: RGXROBWGGVLRHX-OAGGEKHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-benzyl-3-[(2R,3S)-3-hydroxy-2-(prop-2-en-1-yl)pent-4-enoyl]-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4R)-4-benzyl-3-[(2R,3S)-3-hydroxy-2-(prop-2-en-1-yl)pent-4-enoyl]-1,3-oxazolidin-2-one
• Synonyms: (4R)-3-[(2R,3S)-3-Hydroxy-1-oxo-2-(2-propen-1-yl)-4-penten-1-yl]-4-(phenylmethyl)-2-oxazolidinone

Database IDs

• CAS Number: 1005006-69-8
• PubChem SID: 164226962
• PubChem CID: 71749240

CALCULATED PROPERTIES

• Acid pKa: 14.369663
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.041581
• LogD (pH = 7.4): 3.0415807
• Log P: 3.041581
• Molar Refractivity: 86.676 cm^3
• Polarizability: 33.812164 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Oil