(3R,4S)-3-hydroxy-4-phenylazetidin-2-one

• ChemBase ID: 171060
• Molecular Formular: C9H9NO2
• Molecular Mass: 163.17326
• Monoisotopic Mass: 163.06332853
• SMILES: [C@@H]1([C@H](C(=O)N1)O)c1ccccc1
• Canonical SMILES: O[C@H]1C(=O)N[C@H]1c1ccccc1
• InChI: InChI=1S/C9H9NO2/c11-8-7(10-9(8)12)6-4-2-1-3-5-6/h1-5,7-8,11H,(H,10,12)/t7-,8+/m0/s1
• InChIKey: FBZSDKXFQUKDLD-JGVFFNPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S)-3-hydroxy-4-phenylazetidin-2-one
• IUPAC Traditional name: (3R,4S)-3-hydroxy-4-phenylazetidin-2-one
• Synonyms: (3R-cis)-3-Hydroxy-4-phenyl-2-azetidinone; (3R,4S)-3-Hydroxy-4-phenyl-2-azetidinone; (3R,4S)-3-Hydroxy-4-phenylazetidin-2-one

Database IDs

• CAS Number: 132127-34-5
• PubChem SID: 164226970
• PubChem CID: 10219589

CALCULATED PROPERTIES

• Acid pKa: 11.239506
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.20081052
• LogD (pH = 7.4): 0.20075524
• Log P: 0.20081122
• Molar Refractivity: 43.1239 cm^3
• Polarizability: 16.955065 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 188-192°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - H949085

Docetaxel or Paclitaxel intermediate.

REFERENCES

• Newton, G., et al.: Biochem. J., 62, 651 (1956)
• Finke, P., et al.: J. Med. Chem., 38, 2449 (1956)
• Mascaretti, O., et al.: Curr. Med. Chem., 1, 441 (1956)
• Ogilvie, W., et al.: Bioorg Med. Chem., 7, 1521 (1956)