4-{[(tert-butyldimethylsilyl)oxy]methyl}pyridine

• ChemBase ID: 163375
• Molecular Formular: C12H21NOSi
• Molecular Mass: 223.38674
• Monoisotopic Mass: 223.13924083
• SMILES: c1cnccc1CO[Si](C(C)(C)C)(C)C
• Canonical SMILES: CC([Si](OCc1ccncc1)(C)C)(C)C
• InChI: InChI=1S/C12H21NOSi/c1-12(2,3)15(4,5)14-10-11-6-8-13-9-7-11/h6-9H,10H2,1-5H3
• InChIKey: SGUQXLLGHZISLF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(tert-butyldimethylsilyl)oxy]methyl}pyridine
• IUPAC Traditional name: 4-{[(tert-butyldimethylsilyl)oxy]methyl}pyridine
• Synonyms: 4-(Dimethyl-tert-butylsilyloxymethyl)pyridine; 4-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]pyridine; TBS-4-Hydroxymethylpyridine; 4-(tert-Butyldimethylsilyloxymethyl)pyridine

Database IDs

• CAS Number: 117423-41-3
• PubChem SID: 162257510
• PubChem CID: 10987880

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6559954
• LogD (pH = 7.4): 2.7613356
• Log P: 2.7629
• Molar Refractivity: 60.5651 cm^3
• Polarizability: 25.941978 Å^3
• Polar Surface Area: 22.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Methanol
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - B691540

Protected pyridine alcohol derivative, a common synthetic reagent

REFERENCES

• Takle, A.K., et al.: Bioorg. Med. Chem. Lett., 16, 378 (2006)