methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-{[(1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl]sulfanyl}propanoate

• ChemBase ID: 162532
• Molecular Formular: C18H32N2O5S
• Molecular Mass: 388.52208
• Monoisotopic Mass: 388.20319313
• SMILES: C1=C(C(N(C1(C)C)O)(C)C)CSC[C@@H](NC(=O)OC(C)(C)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@H](NC(=O)OC(C)(C)C)CSCC1=CC(N(C1(C)C)O)(C)C
• InChI: InChI=1S/C18H32N2O5S/c1-16(2,3)25-15(22)19-13(14(21)24-8)11-26-10-12-9-17(4,5)20(23)18(12,6)7/h9,13,23H,10-11H2,1-8H3,(H,19,22)/t13-/m1/s1
• InChIKey: VYMBPNMZZZFMIV-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-{[(1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl]sulfanyl}propanoate
• IUPAC Traditional name: methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-{[(1-hydroxy-2,2,5,5-tetramethylpyrrol-3-yl)methyl]sulfanyl}propanoate
• Synonyms: N-Boc-L-2-amino-3-[thiomethyl-1-(1-oxyl-2,2,5,5-tetramethyl-3 -pyrrolin-3-yl)]propanoic Acid Methyl Ester

Database IDs

• PubChem SID: 162256667
• PubChem CID: 71314148

CALCULATED PROPERTIES

• Acid pKa: 13.497868
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.047439
• LogD (pH = 7.4): 2.0474973
• Log P: 2.0474985
• Molar Refractivity: 103.2829 cm^3
• Polarizability: 40.825626 Å^3
• Polar Surface Area: 88.1 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Dark Yellow Oil

DETAILS

Toronto Research Chemicals - B621165

Intermediate in the production of spin labelled compounds