(2R,3S,4R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3,4-dihydro-2H-pyran-3,4-diol

• ChemBase ID: 139004
• Molecular Formular: C12H24O4Si
• Molecular Mass: 260.40206
• Monoisotopic Mass: 260.14438578
• SMILES: CC(C)(C)[Si](C)(C)OC[C@@H]1[C@H]([C@@H](C=CO1)O)O
• Canonical SMILES: O[C@@H]1[C@@H](CO[Si](C(C)(C)C)(C)C)OC=C[C@H]1O
• InChI: InChI=1S/C12H24O4Si/c1-12(2,3)17(4,5)16-8-10-11(14)9(13)6-7-15-10/h6-7,9-11,13-14H,8H2,1-5H3/t9-,10-,11+/m1/s1
• InChIKey: HYSBQWOHQIVUQQ-MXWKQRLJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3,4-dihydro-2H-pyran-3,4-diol
• IUPAC Traditional name: (2R,3S,4R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3,4-dihydro-2H-pyran-3,4-diol
• Synonyms: 6-O-tert-Butyldimethylsilyl-D-glucal; 6-O-(tert-Butyldimethylsilyl)-D-glucal; 6-O-(叔丁基二甲基甲硅烷基)-D-葡萄烯糖

Database IDs

• CAS Number: 58871-09-3
• MDL Number: MFCD09756139
• PubChem SID: 24870824; 162233255
• PubChem CID: 11021628

CALCULATED PROPERTIES

• Acid pKa: 12.972931
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.0654
• LogD (pH = 7.4): 1.0653988
• Log P: 1.0654
• Molar Refractivity: 63.6272 cm^3
• Polarizability: 27.447569 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Density: 1.06 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.485(lit.)
• Optical Rotation: [α]20/D +90°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C12H24O4Si

DETAILS

Sigma Aldrich - 472751

Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.1