(2R,3S,4R)-2-({[tris(propan-2-yl)silyl]oxy}methyl)-3,4-dihydro-2H-pyran-3,4-diol

• ChemBase ID: 145584
• Molecular Formular: C15H30O4Si
• Molecular Mass: 302.4818
• Monoisotopic Mass: 302.19133597
• SMILES: CC(C)[Si](C(C)C)(C(C)C)OC[C@@H]1[C@H]([C@@H](C=CO1)O)O
• Canonical SMILES: CC([Si](C(C)C)(C(C)C)OC[C@H]1OC=C[C@H]([C@@H]1O)O)C
• InChI: InChI=1S/C15H30O4Si/c1-10(2)20(11(3)4,12(5)6)19-9-14-15(17)13(16)7-8-18-14/h7-8,10-17H,9H2,1-6H3/t13-,14-,15+/m1/s1
• InChIKey: VYZHAYQIZWKLNP-KFWWJZLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R)-2-({[tris(propan-2-yl)silyl]oxy}methyl)-3,4-dihydro-2H-pyran-3,4-diol
• IUPAC Traditional name: (2R,3S,4R)-2-{[(triisopropylsilyl)oxy]methyl}-3,4-dihydro-2H-pyran-3,4-diol
• Synonyms: 6-O-(Triisopropylsilyl)-D-glucal; 6-O-Triisopropylsilyl-D-glucal; 6-O-(三异丙基硅基)-D-葡萄烯糖

Database IDs

• CAS Number: 137915-37-8
• MDL Number: MFCD00799597
• PubChem SID: 24870134; 162239789
• PubChem CID: 10614345

CALCULATED PROPERTIES

• Acid pKa: 12.97293
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.3928
• LogD (pH = 7.4): 2.392799
• Log P: 2.3928
• Molar Refractivity: 77.2404 cm^3
• Polarizability: 32.954437 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >113 °C; >113°C(235°F); >235.4 °F
• Density: 0.726; 0.726 g/mL at 25 °C(lit.)
• Refractive Index: 1.4890; n20/D 1.489(lit.)
• Optical Rotation: [α]22/D -2°, c = 1 in chloroform; -2 (c=1 in chloroform)

Safety Information

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

Product Information

• Purity: 95%; 97%
• Empirical Formula (Hill Notation): C15H30O4Si

DETAILS

Sigma Aldrich - 464082

Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.1
Packaging
1 g in glass bottle