tert-butyl N-[(2S,3S)-2-methyl-4-oxoazetidin-3-yl]carbamate

• ChemBase ID: 174103
• Molecular Formular: C9H16N2O3
• Molecular Mass: 200.23494
• Monoisotopic Mass: 200.11609238
• SMILES: [C@@H]1([C@@H](NC1=O)C)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H]1[C@H](C)NC1=O
• InChI: InChI=1S/C9H16N2O3/c1-5-6(7(12)10-5)11-8(13)14-9(2,3)4/h5-6H,1-4H3,(H,10,12)(H,11,13)/t5-,6-/m0/s1
• InChIKey: VSTSKETWEBYEHL-WDSKDSINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S,3S)-2-methyl-4-oxoazetidin-3-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S,3S)-2-methyl-4-oxoazetidin-3-yl]carbamate
• Synonyms: (2S-trans)-2-Methyl-4-oxo-3-azetidinyl]-carbamic Acid 1,1-Dimethylethyl Ester; N-[(2S,3S)-2-Methyl-4-oxo-3-azetidinyl]-carbamic Acid tert-Butyl Ester; N-[(2S,3S)-2-Methyl-4-oxo-3-azetidinyl]-carbamic Acid 1,1-Dimethylethyl Ester

Database IDs

• CAS Number: 80582-03-2
• PubChem SID: 164230013
• PubChem CID: 13155285

CALCULATED PROPERTIES

• Acid pKa: 12.895312
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.21836163
• LogD (pH = 7.4): 0.21836042
• Log P: 0.21836165
• Molar Refractivity: 49.7904 cm^3
• Polarizability: 19.763334 Å^3
• Polar Surface Area: 67.43 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M325645

Aztreonam intermediate.

REFERENCES

• Kawabata, T. et al.; Tetrahedron Lett. 30, 4837 (1989)