(4S)-3-[(benzyloxy)carbonyl]-1,3-oxazolidine-4-carboxylic acid

• ChemBase ID: 147257
• Molecular Formular: C12H13NO5
• Molecular Mass: 251.23532
• Monoisotopic Mass: 251.07937252
• SMILES: c1ccc(cc1)COC(=O)N1COC[C@H]1C(=O)O
• Canonical SMILES: O=C(N1COC[C@H]1C(=O)O)OCc1ccccc1
• InChI: InChI=1S/C12H13NO5/c14-11(15)10-7-17-8-13(10)12(16)18-6-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,15)/t10-/m0/s1
• InChIKey: XRRRGBIMHQARMF-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-3-[(benzyloxy)carbonyl]-1,3-oxazolidine-4-carboxylic acid
• IUPAC Traditional name: (4S)-3-[(benzyloxy)carbonyl]-1,3-oxazolidine-4-carboxylic acid
• Synonyms: (S)-(-)-3-(Benzyloxycarbonyl)-4-oxazolidinecarboxylic acid; (S)-(-)-3-(苄氧羰基)-噁唑烷-4-羧酸

Database IDs

• CAS Number: 97534-82-2
• MDL Number: MFCD00274193
• PubChem SID: 24870606; 162241447
• PubChem CID: 688328

CALCULATED PROPERTIES

• Acid pKa: 3.5339775
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.61661786
• LogD (pH = 7.4): -2.0225892
• Log P: 1.3423681
• Molar Refractivity: 60.2094 cm^3
• Polarizability: 23.85995 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 74-78 °C(lit.)
• Optical Rotation: [α]20/D -92°, c = 1 in chloroform

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Optical Purity: ee: 97% (HPLC)
• Empirical Formula (Hill Notation): C12H13NO5

DETAILS

Sigma Aldrich - 469467

Packaging
5 g in glass bottle