ethyl (2R,3S)-3-hydroxy-3-(4-methanesulfonylphenyl)-2-(phenylformamido)propanoate

• ChemBase ID: 160963
• Molecular Formular: C19H21NO6S
• Molecular Mass: 391.43814
• Monoisotopic Mass: 391.1089584
• SMILES: c1c(ccc(c1)[C@@H]([C@H](C(=O)OCC)NC(=O)c1ccccc1)O)S(=O)(=O)C
• Canonical SMILES: CCOC(=O)[C@@H]([C@H](c1ccc(cc1)S(=O)(=O)C)O)NC(=O)c1ccccc1
• InChI: InChI=1S/C19H21NO6S/c1-3-26-19(23)16(20-18(22)14-7-5-4-6-8-14)17(21)13-9-11-15(12-10-13)27(2,24)25/h4-12,16-17,21H,3H2,1-2H3,(H,20,22)/t16-,17+/m1/s1
• InChIKey: UIHAMDONOCRMPP-SJORKVTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2R,3S)-3-hydroxy-3-(4-methanesulfonylphenyl)-2-(phenylformamido)propanoate
• IUPAC Traditional name: ethyl (2R,3S)-3-hydroxy-3-(4-methanesulfonylphenyl)-2-(phenylformamido)propanoate
• Synonyms: threo-N-Benzoyl-β-hydroxy-4-(methylsulfonyl)-D-phenylalanine Ethyl Ester; (βS)-N-Benzoyl-β-hydroxy-4-(methylsulfonyl)-D-phenylalanine Ethyl Ester

Database IDs

• CAS Number: 139164-32-2
• PubChem SID: 162255098
• PubChem CID: 46780670

CALCULATED PROPERTIES

• Acid pKa: 13.424968
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.1746504
• LogD (pH = 7.4): 1.1746501
• Log P: 1.1746505
• Molar Refractivity: 99.9594 cm^3
• Polarizability: 39.37764 Å^3
• Polar Surface Area: 109.77 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B208190

Intermediate in the preparation of Florfenicol.