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

• ChemBase ID: 163408
• Molecular Formular: C41H56O6SeSi
• Molecular Mass: 751.92524
• Monoisotopic Mass: 752.30113704
• SMILES: [C@H]1([C@H]([C@@H](C[C@@H]1O)OC1OCCCC1)CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1)CCCCCC(C(=O)OC)[Se]c1ccccc1
• Canonical SMILES: COC(=O)C([Se]c1ccccc1)CCCCC[C@H]1[C@@H](O)C[C@H]([C@@H]1CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1)OC1CCCCO1
• InChI: InChI=1S/C41H56O6SeSi/c1-41(2,3)49(32-21-11-6-12-22-32,33-23-13-7-14-24-33)46-30-35-34(36(42)29-37(35)47-39-27-17-18-28-45-39)25-15-8-16-26-38(40(43)44-4)48-31-19-9-5-10-20-31/h5-7,9-14,19-24,34-39,42H,8,15-18,25-30H2,1-4H3/t34-,35-,36+,37-,38?,39?/m1/s1
• InChIKey: UWINTPSZNHMUBQ-DGLJPUOWSA-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]-2-(phenylselanyl)heptanoate
• IUPAC Traditional name: methyl 7-[(1R,2S,3R,5S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]-2-(phenylselanyl)heptanoate
• Synonyms: (1R,2S,3R,5S)-2-(tert-Butyldiphenylsilyloxy)methyl-5-hydroxy-3-tetrahydropyranyloxy-α-(phenylseleno)cyclopentaneheptanoic Acid Methyl Ester (Mixture of Diastereomers)

Database IDs

• PubChem SID: 162257543
• PubChem CID: 71314426

CALCULATED PROPERTIES

• Acid pKa: 14.8486
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 8.4411
• LogD (pH = 7.4): 8.4411
• Log P: 8.4411
• Molar Refractivity: 200.652 cm^3
• Polarizability: 76.24616 Å^3
• Polar Surface Area: 74.22 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B691705

Intermediate in the production of Limaprost.