(4S,5S,6S)-6-[(1R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxyethyl]-5-hydroxy-2-oxo-1,3-dioxane-4-carbaldehyde

• ChemBase ID: 138917
• Molecular Formular: C13H24O7Si
• Molecular Mass: 320.41096
• Monoisotopic Mass: 320.12912964
• SMILES: CC(C)(C)[Si](C)(C)OC[C@H]([C@H]1[C@@H]([C@H](OC(=O)O1)C=O)O)O
• Canonical SMILES: O=C[C@H]1OC(=O)O[C@H]([C@@H]1O)[C@@H](CO[Si](C(C)(C)C)(C)C)O
• InChI: InChI=1S/C13H24O7Si/c1-13(2,3)21(4,5)18-7-8(15)11-10(16)9(6-14)19-12(17)20-11/h6,8-11,15-16H,7H2,1-5H3/t8-,9-,10-,11+/m1/s1
• InChIKey: AEXMDEVMJUZKHX-DBIOUOCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S,6S)-6-[(1R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxyethyl]-5-hydroxy-2-oxo-1,3-dioxane-4-carbaldehyde
• IUPAC Traditional name: (4S,5S,6S)-6-[(1R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxyethyl]-5-hydroxy-2-oxo-1,3-dioxane-4-carbaldehyde
• Synonyms: 6-O-(tert-Butyldimethylsilyl)-D-galactal cyclic carbonate; 6-O-(叔丁基二甲基甲硅烷基)-D-半乳醛环碳酸酯

Database IDs

• CAS Number: 163228-38-4
• MDL Number: MFCD01321371
• PubChem SID: 162233168; 24871711
• PubChem CID: 71310191

CALCULATED PROPERTIES

• Acid pKa: 10.750495
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.48229757
• LogD (pH = 7.4): 0.48210642
• Log P: 0.4823
• Molar Refractivity: 69.7075 cm^3
• Polarizability: 30.527905 Å^3
• Polar Surface Area: 102.29 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 45-49 °C(lit.)
• Flash Point: >113 °C; >235.4 °F
• Optical Rotation: [α]20/D -66°, c = 2 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H22O5Si

DETAILS

Sigma Aldrich - 480703

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