methyl 7-[(1R,2S,3R,5S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]heptanoate

• ChemBase ID: 163399
• Molecular Formular: C35H52O6Si
• Molecular Mass: 596.86928
• Monoisotopic Mass: 596.35331592
• SMILES: [C@H]1([C@H]([C@@H](C[C@@H]1O)OC1OCCCC1)CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1)CCCCCCC(=O)OC
• Canonical SMILES: COC(=O)CCCCCC[C@H]1[C@@H](O)C[C@H]([C@@H]1CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1)OC1CCCCO1
• InChI: InChI=1S/C35H52O6Si/c1-35(2,3)42(27-17-9-7-10-18-27,28-19-11-8-12-20-28)40-26-30-29(21-13-5-6-14-22-33(37)38-4)31(36)25-32(30)41-34-23-15-16-24-39-34/h7-12,17-20,29-32,34,36H,5-6,13-16,21-26H2,1-4H3/t29-,30-,31+,32-,34?/m1/s1
• InChIKey: OLKPOVZVIGXVRC-TUBWMVHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 7-[(1R,2S,3R,5S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]heptanoate
• IUPAC Traditional name: methyl 7-[(1R,2S,3R,5S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]heptanoate
• Synonyms: (1R,2S,3R,5S)-2-(tert-Butyldiphenylsilyloxy)methyl-5-hydroxy-3-tetrahydropyranyloxy-cyclopentaneheptanoic Acid Methyl Ester (Mixture of Diastereomers)

Database IDs

• PubChem SID: 162257534
• PubChem CID: 71314425

CALCULATED PROPERTIES

• Acid pKa: 14.8486
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 7.0798
• LogD (pH = 7.4): 7.0798
• Log P: 7.0798
• Molar Refractivity: 163.1352 cm^3
• Polarizability: 67.21104 Å^3
• Polar Surface Area: 74.22 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - B691660

Intermediate in the production of Limaprost.