(3aR,6R,6aR)-6-{[(tert-butyldimethylsilyl)oxy]methyl}-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-ol

• ChemBase ID: 302438
• Molecular Formular: C14H28O5Si
• Molecular Mass: 304.45462
• Monoisotopic Mass: 304.17060053
• SMILES: CC1(O[C@@H]2[C@H](OC([C@@H]2O1)O)CO[Si](C)(C)C(C)(C)C)C
• Canonical SMILES: OC1O[C@@H]([C@@H]2[C@H]1OC(O2)(C)C)CO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C14H28O5Si/c1-13(2,3)20(6,7)16-8-9-10-11(12(15)17-9)19-14(4,5)18-10/h9-12,15H,8H2,1-7H3/t9-,10-,11-,12?/m1/s1
• InChIKey: JJLRGSYXWAKGJM-KBIHSYGRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,6R,6aR)-6-{[(tert-butyldimethylsilyl)oxy]methyl}-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-ol
• IUPAC Traditional name: (3aR,6R,6aR)-6-{[(tert-butyldimethylsilyl)oxy]methyl}-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-ol
• Synonyms: 5-O-tert-Butyldimethylsilyl-2,3-O-isopropylidene-alpha,beta-D-ribofuranose; 5-O-叔丁基二甲基硅烷-2,3-O-异亚丙基-α,β-D-呋喃核糖酶

Database IDs

• CAS Number: 68703-51-5
• MDL Number: MFCD01075716

CALCULATED PROPERTIES

• Acid pKa: 11.33733
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.2563994
• LogD (pH = 7.4): 2.2563498
• Log P: 2.2564
• Molar Refractivity: 72.016 cm^3
• Polarizability: 31.439545 Å^3
• Polar Surface Area: 57.15 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 50-53°C
• Optical Rotation: -13 (c=1 in chloroform)

Safety Information

• TSCA Listed: 否