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

• ChemBase ID: 163386
• Molecular Formular: C19H34O5Si
• Molecular Mass: 370.55576
• Monoisotopic Mass: 370.21755072
• SMILES: [C@H]12C[C@H]([C@@H]([C@H]1CC(=O)O2)CO[Si](C(C)(C)C)(C)C)OC1OCCCC1
• Canonical SMILES: O=C1O[C@@H]2[C@H](C1)[C@H]([C@@H](C2)OC1CCCCO1)CO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C19H34O5Si/c1-19(2,3)25(4,5)22-12-14-13-10-17(20)23-15(13)11-16(14)24-18-8-6-7-9-21-18/h13-16,18H,6-12H2,1-5H3/t13-,14-,15+,16-,18?/m1/s1
• InChIKey: JJMNYDDYIZNLIX-GRDYTRHSSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 65025-95-8
• PubChem SID: 162257521
• PubChem CID: 13080724

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.5114
• LogD (pH = 7.4): 2.5114
• Log P: 2.5114
• Molar Refractivity: 92.4805 cm^3
• Polarizability: 39.345512 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B691600

Intermediate in the preparation of prostaglandin derivatives

REFERENCES

• Sodeoka, M., et al.: Chem. Pharm. Bull., 37, 586 (1989)
• Narita, S., et al.: Bioorg. Med. Chem., 1, 77 (1989)