2-[(4S)-3-[(benzyloxy)carbonyl]-5-oxo-1,3-oxazolidin-4-yl]acetic acid

• ChemBase ID: 149834
• Molecular Formular: C13H13NO6
• Molecular Mass: 279.24542
• Monoisotopic Mass: 279.07428714
• SMILES: c1ccc(cc1)COC(=O)N1COC(=O)[C@@H]1CC(=O)O
• Canonical SMILES: O=C(N1COC(=O)[C@@H]1CC(=O)O)OCc1ccccc1
• InChI: InChI=1S/C13H13NO6/c15-11(16)6-10-12(17)20-8-14(10)13(18)19-7-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,15,16)/t10-/m0/s1
• InChIKey: XGNNOKSIFRVHHA-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4S)-3-[(benzyloxy)carbonyl]-5-oxo-1,3-oxazolidin-4-yl]acetic acid
• IUPAC Traditional name: [(4S)-3-[(benzyloxy)carbonyl]-5-oxo-1,3-oxazolidin-4-yl]acetic acid
• Synonyms: (S)-(+)-3-(Benzyloxycarbonyl)-5-oxo-4-oxazolidineacetic acid; (S)-(+)-3-(苄氧羰基)-5-氧代-4-噁唑啉乙酸

Database IDs

• CAS Number: 23632-66-8
• MDL Number: MFCD00799474
• PubChem SID: 24870543; 162243996
• PubChem CID: 688325

CALCULATED PROPERTIES

• Acid pKa: 3.774315
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.4767727
• LogD (pH = 7.4): -2.0237563
• Log P: 1.2502338
• Molar Refractivity: 64.719 cm^3
• Polarizability: 25.828815 Å^3
• Polar Surface Area: 93.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 84-87 °C(lit.)
• Optical Rotation: [α]22/D +137°, c = 3.5 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H13NO6

DETAILS

Sigma Aldrich - 468967

Packaging
5 g in glass bottle