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ChemicalBook--->CAS DataBase List--->398489-26-4

398489-26-4

398489-26-4 Structure

398489-26-4 Structure
IdentificationMore
[Name]

tert-Butyl 3-oxoazetidine-1-carboxylate
[CAS]

398489-26-4
[Synonyms]

1-BOC-3-AZETIDINONE
3-OXO-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
3-OXOAZETIDINE, N-BOC PROTECTED
TERT-BUTYL 3-OXOAZETIDINE-1-CARBOXYLATE
1-Boc-azetidin-3-one
1-TERT-BUTOXYCARBONYL-3-AZETIDINONE
1-N-Boc-3-azetidinone
3-Oxoazetidine, N-BOC protected 95%
1-BOC-3-AZETIDINONE,97%
N-BOC-3-OXOAZETIDINE
1-Azetidinecarboxylic acid, 3-oxo-, 1,1-dimethylethyl ester
1-BOC-3-OXOAZETIDINE
[EINECS(EC#)]

627-725-0
[Molecular Formula]

C8H13NO3
[MDL Number]

MFCD01861741
[Molecular Weight]

171.19
[MOL File]

398489-26-4.mol
Chemical PropertiesBack Directory
[Melting point ]

47-51 °C
[Boiling point ]

251.3±33.0 °C(Predicted)
[density ]

1.174±0.06 g/cm3(Predicted)
[Fp ]

102 °C
[storage temp. ]

Store under inert gas
[solubility ]

Chloroform (Sparingly), Dichloromethane (Slightly)
[form ]

Crystalline Powder
[pka]

-1.99±0.20(Predicted)
[color ]

White to off-white
[Sensitive ]

Moisture Sensitive/Stench
[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
[SMILES]

N1(C(OC(C)(C)C)=O)CC(=O)C1
[CAS DataBase Reference]

398489-26-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
[RIDADR ]

UN 3335
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29339900
Hazard InformationBack Directory
[Chemical Properties]

White to light brown solid
[Uses]

1-Boc-3-azetidinone can be used for the preparation of antibacterial aminoglycoside analogs.
[General Description]

tert-Butyl 3-oxoazetidine-1-carboxylate is moisture sensitive and incompatible with oxidizing agents. This chemical can cause skin irritation and severe eye irritation. 
[Synthesis]

The traditional preparation method of tert-Butyl 3-oxoazetidine-1-carboxylate is mainly to oxidize the hydroxyl on an aza ring into ketone. For example: 3-azetidinium alkoxide, di-tert-butyl dicarbonate and sodium bicarbonate in dioxane: stirring the mixture of water for 15 hours to obtain 3-hydroxyazetidine-1-carboxylic acid-1, 1-dimethylethyl ester; dissolving 3-hydroxyazetidine-1-carboxylic acid-1, 1-dimethyl ethyl ester in ethanedioyl chloride and dichloromethane, adding DMSO and triethylamine, stirring at room temperature for 15 hours to obtain tert-Butyl 3-oxoazetidine-1-carboxylate.

synthesis route of tert-Butyl 3-oxoazetidine-1-carboxylate

Spectrum DetailBack Directory
[Spectrum Detail]

tert-Butyl 3-oxoazetidine-1-carboxylate(398489-26-4)1HNMR
tert-Butyl 3-oxoazetidine-1-carboxylate(398489-26-4)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

1-Boc-3-azetidinone, 95%(398489-26-4)
[Sigma Aldrich]

398489-26-4(sigmaaldrich)
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