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

• ChemBase ID: 163395
• Molecular Formular: C30H44O5Si
• Molecular Mass: 512.75286
• Monoisotopic Mass: 512.29580104
• SMILES: [C@H]1([C@H]([C@@H](C[C@@H]1O)O)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)O
• InChI: InChI=1S/C30H44O5Si/c1-30(2,3)36(23-15-9-7-10-16-23,24-17-11-8-12-18-24)35-22-26-25(27(31)21-28(26)32)19-13-5-6-14-20-29(33)34-4/h7-12,15-18,25-28,31-32H,5-6,13-14,19-22H2,1-4H3/t25-,26-,27+,28-/m1/s1
• InChIKey: VILGFMDJVISKFW-ZZXHUEHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 7-[(1R,2S,3R,5S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,5-dihydroxycyclopentyl]heptanoate
• IUPAC Traditional name: methyl 7-[(1R,2S,3R,5S)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,5-dihydroxycyclopentyl]heptanoate
• Synonyms: (1R,2S,3R,5S)-2-(tert-Butyldiphenylsilyloxy)methyl-3,5-dihydroxy-cyclopentaneheptanoic Acid Methyl Ester

Database IDs

• PubChem SID: 162257530
• PubChem CID: 71314423

CALCULATED PROPERTIES

• Acid pKa: 14.513521
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.8064
• LogD (pH = 7.4): 5.8064
• Log P: 5.8064
• Molar Refractivity: 140.3505 cm^3
• Polarizability: 57.967022 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B691640

Byproduct formed during the preparation of Limaprost.