(5R)-5-methyl-2-(phenylsulfanyl)cyclohexan-1-one

• ChemBase ID: 173958
• Molecular Formular: C13H16OS
• Molecular Mass: 220.33054
• Monoisotopic Mass: 220.09218613
• SMILES: C1C(=O)C(CC[C@H]1C)Sc1ccccc1
• Canonical SMILES: C[C@@H]1CCC(C(=O)C1)Sc1ccccc1
• InChI: InChI=1S/C13H16OS/c1-10-7-8-13(12(14)9-10)15-11-5-3-2-4-6-11/h2-6,10,13H,7-9H2,1H3/t10-,13?/m1/s1
• InChIKey: WVQHIPYOBZAUKX-VUUHIHSGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-5-methyl-2-(phenylsulfanyl)cyclohexan-1-one
• IUPAC Traditional name: (5R)-5-methyl-2-(phenylsulfanyl)cyclohexan-1-one
• Synonyms: (5R)-5-Methyl-2-(phenylthio)cyclohexanone (Mixture of Diastereomers)

Database IDs

• CAS Number: 101693-93-0
• PubChem SID: 164229868
• PubChem CID: 14224252

CALCULATED PROPERTIES

• Polarizability: 25.621014 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 19.305267
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.7128537
• LogD (pH = 7.4): 3.7128537
• Log P: 3.7128537
• Molar Refractivity: 64.9914 cm^3

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - M320670

Intermediate in the preparation of Artemisinin and Ptilocaulin.

REFERENCES

• Imoto, S., et al.: Bioorg. Med. Chem. Lett., 14, 4855 (2004)