potassium (2R)-2-{[(2E)-4-ethoxy-4-oxobut-2-en-2-yl]amino}-2-phenylacetate

• ChemBase ID: 138475
• Molecular Formular: C14H16KNO4
• Molecular Mass: 301.37944
• Monoisotopic Mass: 301.07163968
• SMILES: CCOC(=O)/C=C(\C)/N[C@H](c1ccccc1)C(=O)[O-].[K+]
• Canonical SMILES: CCOC(=O)/C=C(/N[C@H](c1ccccc1)C(=O)[O-])\C.[K+]
• InChI: InChI=1S/C14H17NO4.K/c1-3-19-12(16)9-10(2)15-13(14(17)18)11-7-5-4-6-8-11;/h4-9,13,15H,3H2,1-2H3,(H,17,18);/q;+1/p-1/t13-;/m1./s1
• InChIKey: QMWWAEFYIXXXQW-BTQNPOSSSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (2R)-2-{[(2E)-4-ethoxy-4-oxobut-2-en-2-yl]amino}-2-phenylacetate; potassium (2R)-2-[(4-ethoxy-4-oxobut-2-en-2-yl)amino]-2-phenylacetate
• IUPAC Traditional name: potassium (2R)-2-{[(2E)-4-ethoxy-4-oxobut-2-en-2-yl]amino}-2-phenylacetate; potassium (2R)-2-[(4-ethoxy-4-oxobut-2-en-2-yl)amino]-2-phenylacetate
• Synonyms: (E)-Ethyl 2-[N-(D-(-)-Phenylglycine)]but-2-enoate Potassium Salt; 2-[N-(D-(-)-Phenylglycine) Ethyl trans-Crotonate Potassium Salt; , (αR)-α-[[(1E)-3-Ethoxy-1-methyl-3-oxo-1-propen-1-yl]amino]benzeneacetic Acid Potassium Salt; 2-[N-(D-Phenylglycine)]crotonic Acid Ethyl Ester Potassium Salt; (R)-(-)-α-[(3-Ethoxy-1-methyl-3-oxo-1-propenyl)amino]benzeneacetic acid potassium salt; (R)-(-)-α-[(3-乙氧基-1-甲基-3-氧代-1-丙烯基)氨基]苯乙酸 钾盐

Database IDs

• CAS Number: 961-69-3
• EC Number: 213-510-5
• MDL Number: MFCD00137489
• PubChem SID: 162232730; 24870751
• PubChem CID: 23674861

CALCULATED PROPERTIES

• Acid pKa: 4.319435
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.5533932
• LogD (pH = 7.4): -1.1273519
• Log P: 1.5949416
• Molar Refractivity: 82.3176 cm^3
• Polarizability: 27.138126 Å^3
• Polar Surface Area: 78.46 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Light Yellow Solid
• Melting Point: 230-234 °C(lit.)
• Optical Rotation: [α]22/D -78°, c = 1 in 1 M HCl

Product Information

• Purity: 97%
• Linear Formula: C6H5CH[NHC(CH3)=CHCO2C2H5]CO2K

DETAILS

Toronto Research Chemicals - P327150

Intermediate in the preparation of Cephalexin.