tert-butyl N-[(1R)-1-(4-{[(tert-butyldimethylsilyl)oxy]methyl}cyclohexyl)ethyl]carbamate

• ChemBase ID: 162556
• Molecular Formular: C20H41NO3Si
• Molecular Mass: 371.62994
• Monoisotopic Mass: 371.28557071
• SMILES: C(C1CCC(CC1)[C@H](NC(=O)OC(C)(C)C)C)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H](C1CCC(CC1)CO[Si](C(C)(C)C)(C)C)C
• InChI: InChI=1S/C20H41NO3Si/c1-15(21-18(22)24-19(2,3)4)17-12-10-16(11-13-17)14-23-25(8,9)20(5,6)7/h15-17H,10-14H2,1-9H3,(H,21,22)/t15-,16?,17?/m1/s1
• InChIKey: NSBYCTYFQDFQKP-KLAILNCOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1R)-1-(4-{[(tert-butyldimethylsilyl)oxy]methyl}cyclohexyl)ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1R)-1-(4-{[(tert-butyldimethylsilyl)oxy]methyl}cyclohexyl)ethyl]carbamate
• Synonyms: [(1R)-1-[4-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]cyclohexyl]ethyl]carbamic Acid 1,1-Dimethylethyl Ester; (R)-N-Boc-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine

Database IDs

• CAS Number: 672314-58-8
• PubChem SID: 162256691
• PubChem CID: 69717656

CALCULATED PROPERTIES

• Acid pKa: 14.989203
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.804
• LogD (pH = 7.4): 4.804
• Log P: 4.804
• Molar Refractivity: 101.204 cm^3
• Polarizability: 42.36044 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - B644500

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

REFERENCES

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