(3aR,4S,5R,6aS)-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-5-(oxan-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-one

• ChemBase ID: 163400
• Molecular Formular: C29H38O5Si
• Molecular Mass: 494.69452
• Monoisotopic Mass: 494.24885085
• SMILES: [C@H]12C[C@H]([C@@H]([C@H]1CC(=O)O2)CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1)OC1OCCCC1
• Canonical SMILES: O=C1O[C@@H]2[C@H](C1)[C@H]([C@@H](C2)OC1CCCCO1)CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C29H38O5Si/c1-29(2,3)35(21-12-6-4-7-13-21,22-14-8-5-9-15-22)32-20-24-23-18-27(30)33-25(23)19-26(24)34-28-16-10-11-17-31-28/h4-9,12-15,23-26,28H,10-11,16-20H2,1-3H3/t23-,24-,25+,26-,28?/m1/s1
• InChIKey: KKUBBAJCNWPXGW-VBGSWAKPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4S,5R,6aS)-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-5-(oxan-2-yloxy)-hexahydro-2H-cyclopenta[b]furan-2-one
• IUPAC Traditional name: (3aR,4S,5R,6aS)-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-5-(oxan-2-yloxy)-hexahydrocyclopenta[b]furan-2-one
• Synonyms: [3aR-(3aα,4α,5β,6aα)]-4-[[[(1,1-Dimethylethyl)diphenylsilyl]oxy]methyl]hexahydro-5-[(tetrahydro-2H-pyran-2-yl)oxy]-2H-cyclopenta[b]furan-2-one; (3aR,4S,5R,6aS)-4-(tert-Butyldiphenylsilyloxy)methyl-5-tetrahydropyranyloxy-hexahydro-2H-cyclopenta[b]furan-2-one

Database IDs

• CAS Number: 92596-29-7
• PubChem SID: 162257535
• PubChem CID: 14674877

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.6636
• LogD (pH = 7.4): 5.6636
• Log P: 5.6636
• Molar Refractivity: 131.8689 cm^3
• Polarizability: 54.81252 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B691665

Intermediate in the preparation of prostaglandin derivatives