(2R)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutan-1-ol

• ChemBase ID: 173001
• Molecular Formular: C17H28O4
• Molecular Mass: 296.40182
• Monoisotopic Mass: 296.19875938
• SMILES: c1(c(ccc(c1)C[C@H](C(C)C)CO)OC)OCCCOC
• Canonical SMILES: COCCCOc1cc(ccc1OC)C[C@H](C(C)C)CO
• InChI: InChI=1S/C17H28O4/c1-13(2)15(12-18)10-14-6-7-16(20-4)17(11-14)21-9-5-8-19-3/h6-7,11,13,15,18H,5,8-10,12H2,1-4H3/t15-/m0/s1
• InChIKey: UAPTTWMKOMYVNB-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutan-1-ol
• IUPAC Traditional name: (2R)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutan-1-ol
• Synonyms: (R)-2-[3-(3-Methoxypropoxy)-4-methoxybenzyl]-3-methylbutan-1-ol; (R)-4-Methoxy-3-(3-methoxypropoxy)-β-(1-methylethyl)-benzenepropanol; 1-Methoxy-2-(3-methoxypropoxy)-4-[(3-hydroxy-(2R)-isopropyl)propyl]benzene

Database IDs

• CAS Number: 172900-70-8
• PubChem SID: 164228911
• PubChem CID: 9835828

CALCULATED PROPERTIES

• Acid pKa: 15.452754
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.733328
• LogD (pH = 7.4): 2.733328
• Log P: 2.733328
• Molar Refractivity: 84.6864 cm^3
• Polarizability: 33.171074 Å^3
• Polar Surface Area: 47.92 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - M263145

Intermediates in the preparation of Aliskiren.

REFERENCES

• Vabeno, J., et al.: J. Med. Chem., 47, 1060 (2004)