tert-butyl 3-oxoazetidine-1-carboxylate

• ChemBase ID: 22291
• Molecular Formular: C8H13NO3
• Molecular Mass: 171.19372
• Monoisotopic Mass: 171.08954328
• SMILES: N1(CC(=O)C1)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(N1CC(=O)C1)OC(C)(C)C
• InChI: InChI=1S/C8H13NO3/c1-8(2,3)12-7(11)9-4-6(10)5-9/h4-5H2,1-3H3
• InChIKey: VMKIXWAFFVLJCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 3-oxoazetidine-1-carboxylate
• IUPAC Traditional name: tert-butyl 3-oxoazetidine-1-carboxylate
• Synonyms: tert-butyl 3-oxoazetidine-1-carboxylate; 3-Oxo-1-azetidinecarboxylic Acid 1,1-Dimethylethyl Ester; 1-Boc-3-oxo-azetidine; 1-tert-Butoxycarbonyl-3-azetidinone; 3-Oxoazetidine-1-carboxylic Acid tert-Butyl Ester; 1-BOC-3-Azetidinone; tert-Butyl-3-oxoazetidine-1-carboxylate; 1-Boc-3-azetidinone; tert-Butyl 3-oxoazetidine-1-carboxylate; 3-Oxoazetidine, N-BOC protected; Azetidin-3-one, N-BOC protected 95%; 3-氧代氮杂环丁烷-1-羧酸叔丁酯; 1-Boc-3-氮杂环丁酮

Database IDs

• CAS Number: 398489-26-4
• MDL Number: MFCD01861741
• PubChem SID: 160985598
• PubChem CID: 1519404

CALCULATED PROPERTIES

• Acid pKa: 17.637314
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.59925246
• LogD (pH = 7.4): 0.59925246
• Log P: 0.59925246
• Molar Refractivity: 42.7651 cm^3
• Polarizability: 16.777683 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 47-51 °C; 47-52°C; 49 - 52°C; 49-52°C; 49-52°C
• Flash Point: 101 °C; 213.8 °F
• Hydrophobicity(logP): 1.08

Safety Information

• Storage Warning: Air Sensitive; Harmful/Irritant/Corrosive/Stench/Moisture Sensitive/Air Sensitive/Keep Cold/Store under Argon; IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41
• Safety Statements: 26-39
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C8H13NO3

DETAILS

Sigma Aldrich - 696315

Packaging
1 g in glass bottle

Toronto Research Chemicals - B624560

Used for the preparation of antibacterial aminoglycoside analogs.

REFERENCES

• Wright, J., et al.: J. Antibiotics, 29, 714 (1976)
• Chanal, C., et al.: Antimicrob. Agents Chemother., 32, 1660 (!988),