(E)-[(4-{[(tert-butyldimethylsilyl)oxy]methyl}cyclohexyl)methylidene](1-phenylethyl)amine

• ChemBase ID: 163407
• Molecular Formular: C22H37NOSi
• Molecular Mass: 359.62078
• Monoisotopic Mass: 359.26444134
• SMILES: C(C1CCC(CC1)/C=N/C(C)c1ccccc1)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: CC(c1ccccc1)/N=C/C1CCC(CC1)CO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C22H37NOSi/c1-18(21-10-8-7-9-11-21)23-16-19-12-14-20(15-13-19)17-24-25(5,6)22(2,3)4/h7-11,16,18-20H,12-15,17H2,1-6H3/b23-16+
• InChIKey: PIGJUHPDCYHQQZ-XQNSMLJCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (E)-[(4-{[(tert-butyldimethylsilyl)oxy]methyl}cyclohexyl)methylidene](1-phenylethyl)amine
• IUPAC Traditional name: (E)-[(4-{[(tert-butyldimethylsilyl)oxy]methyl}cyclohexyl)methylidene](1-phenylethyl)amine
• Synonyms: N-[[4-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]cyclohexyl]methylene]-α-methyl-benzenemethanamine; 1-[4-(tert-Butyldimethylsilyloxymethyl)cyclohexyl]methylidene]-1-phenylethanamine

Database IDs

• PubChem SID: 162257542
• PubChem CID: 69717779

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.796184
• LogD (pH = 7.4): 5.683726
• Log P: 5.7227
• Molar Refractivity: 105.1541 cm^3
• Polarizability: 43.448498 Å^3
• Polar Surface Area: 21.59 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - B691700

Intermediate in the production of Rho kinase inhibitors and neurite outgrowth promoters.

REFERENCES

• Gingras, K., et al.: Bioorg. Med. Chem. Lett., 14, 4931 (2004)