(2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxy-2-[2-(4-octylphenyl)ethyl]propyl acetate

• ChemBase ID: 159399
• Molecular Formular: C29H41NO5
• Molecular Mass: 483.63954
• Monoisotopic Mass: 483.29847342
• SMILES: c1cc(ccc1CCCCCCCC)CCC(COC(=O)C)(CO)NC(=O)OCc1ccccc1
• Canonical SMILES: CCCCCCCCc1ccc(cc1)CCC(NC(=O)OCc1ccccc1)(COC(=O)C)CO
• InChI: InChI=1S/C29H41NO5/c1-3-4-5-6-7-9-12-25-15-17-26(18-16-25)19-20-29(22-31,23-35-24(2)32)30-28(33)34-21-27-13-10-8-11-14-27/h8,10-11,13-18,31H,3-7,9,12,19-23H2,1-2H3,(H,30,33)/t29-/m1/s1
• InChIKey: HBCMAEYSNRMDSJ-GDLZYMKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxy-2-[2-(4-octylphenyl)ethyl]propyl acetate
• IUPAC Traditional name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxy-2-[2-(4-octylphenyl)ethyl]propyl acetate
• Synonyms: (R)-Acetic Acid 2-(Benzyloxycarbonyl)amino-2-hydroxymethyl-4-(4-octylphenyl)butyl Ester; [(1R)-1-[(Acetyloxy)methyl]-1-(hydroxymethyl)-3-(4-octylphenyl)propyl]-carbamic Acid Phenylmethyl Ester

Database IDs

• CAS Number: 836608-90-3
• PubChem SID: 162253534
• PubChem CID: 46780041

CALCULATED PROPERTIES

• Acid pKa: 13.664971
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 6.6647143
• LogD (pH = 7.4): 6.664714
• Log P: 6.6647143
• Molar Refractivity: 138.1115 cm^3
• Polarizability: 54.431087 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Tetrahydrofuran
• Apperance: Clear Colourless Oil

DETAILS

Toronto Research Chemicals - A187345

A synthetic intermediate of the immunosuppressive FTY 720-phosphate.

REFERENCES

• Kiuchi, M., et al.: Bioorg. Med. Chem., 13, 425 (2004)