(2S,5R)-3,6-dimethoxy-2-[(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl]-5-(propan-2-yl)-2,5-dihydropyrazine

• ChemBase ID: 167603
• Molecular Formular: C26H42N2O5
• Molecular Mass: 462.62208
• Monoisotopic Mass: 462.30937245
• SMILES: [C@@H]1(N=C([C@@H](N=C1OC)C[C@@H](C(C)C)Cc1ccc(c(c1)OCCCOC)OC)OC)C(C)C
• Canonical SMILES: COCCCOc1cc(ccc1OC)C[C@H](C(C)C)C[C@@H]1N=C(OC)[C@H](N=C1OC)C(C)C
• InChI: InChI=1S/C26H42N2O5/c1-17(2)20(16-21-25(31-7)28-24(18(3)4)26(27-21)32-8)14-19-10-11-22(30-6)23(15-19)33-13-9-12-29-5/h10-11,15,17-18,20-21,24H,9,12-14,16H2,1-8H3/t20-,21-,24+/m0/s1
• InChIKey: RKIUFQFNIHIYIY-AWRGLXIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5R)-3,6-dimethoxy-2-[(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl]-5-(propan-2-yl)-2,5-dihydropyrazine
• IUPAC Traditional name: (2R,5S)-2-isopropyl-3,6-dimethoxy-5-[(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl]-2,5-dihydropyrazine
• Synonyms: (2S,5R)-2,5-Dihydro-3,6-dimethoxy-2-[(2S)-2-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-3-methylbutyl]-5-(1-methylethyl)pyrazine

Database IDs

• CAS Number: 656241-17-7
• PubChem SID: 162261736
• PubChem CID: 68775655

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.9313354
• LogD (pH = 7.4): 4.940909
• Log P: 4.9410324
• Molar Refractivity: 130.4907 cm^3
• Polarizability: 51.24059 Å^3
• Polar Surface Area: 70.87 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - D449055

Intermediate in the preparation of Aliskiren.