tert-butyl N-[(1S,3S)-3-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-4-methyl-1-[(2S,4R)-5-oxo-4-(propan-2-yl)oxolan-2-yl]pentyl]carbamate

• ChemBase ID: 173007
• Molecular Formular: C30H49NO7
• Molecular Mass: 535.71256
• Monoisotopic Mass: 535.35090291
• SMILES: C1(=O)[C@H](C[C@H](O1)[C@@H](NC(=O)OC(C)(C)C)C[C@H](Cc1ccc(c(c1)OCCCOC)OC)C(C)C)C(C)C
• Canonical SMILES: COCCCOc1cc(ccc1OC)C[C@H](C(C)C)C[C@@H]([C@H]1OC(=O)[C@H](C1)C(C)C)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C30H49NO7/c1-19(2)22(15-21-11-12-25(35-9)27(16-21)36-14-10-13-34-8)17-24(31-29(33)38-30(5,6)7)26-18-23(20(3)4)28(32)37-26/h11-12,16,19-20,22-24,26H,10,13-15,17-18H2,1-9H3,(H,31,33)/t22-,23+,24-,26-/m0/s1
• InChIKey: CYUJPKOZIGBPOO-UHCVVMIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S,3S)-3-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-4-methyl-1-[(2S,4R)-5-oxo-4-(propan-2-yl)oxolan-2-yl]pentyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S,3S)-1-[(2S,4R)-4-isopropyl-5-oxooxolan-2-yl]-3-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-4-methylpentyl]carbamate
• Synonyms: N-[(1S,3S)-3-[[4-Methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(2S, 4R)-tetrahydro-4-(1-methylethyl)-5-oxo-2-furanyl]pentyl]carbamic Acid 1,1-Dimethylethyl Ester; [(1S,3S)-3-[[4-Methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(2S, 4R)-tetrahydro-4-(1-methylethyl)-5-oxo-2-furanyl]pentyl]carbamic Acid 1,1-tert-Butyl Ester

Database IDs

• CAS Number: 900811-52-1
• PubChem SID: 164228917
• PubChem CID: 11599074

CALCULATED PROPERTIES

• Acid pKa: 14.100703
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 5.857293
• LogD (pH = 7.4): 5.857293
• Log P: 5.857293
• Molar Refractivity: 147.2985 cm^3
• Polarizability: 58.445965 Å^3
• Polar Surface Area: 92.32 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - M263255

Byproduct formed in the preparation of Aliskiren.

REFERENCES

• Kleinbloesem, C., et al.: Clin. Pharmacol. Ther., 53, 585 (1993)