4-Acetoxy-2-azetidinone - CAS 28562-53-0

Name: 4-Acetoxy-2-azetidinone
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB019881
Product Name:	4-Acetoxy-2-azetidinone
CAS:	28562-53-0
Synonyms:	(4-oxoazetidin-2-yl) acetate

Technical Data

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Computed Properties

IUPAC Name:	(4-oxoazetidin-2-yl) acetate
Description:	4-Acetoxy-2-azetidinone (CAS# 28562-53-0) is a useful intermediate for the preparation of substituted β-lactams.
Molecular Weight:	129.11
Molecular Formula:	C5H7NO3
Canonical SMILES:	CC(=O)OC1CC(=O)N1
InChI:	InChI=1S/C5H7NO3/c1-3(7)9-5-2-4(8)6-5/h5H,2H2,1H3,(H,6,8)
InChI Key:	OEYMQQDJCUHKQS-UHFFFAOYSA-N
Boiling Point:	296.5 °C at 760 mmHg
Purity:	95+ %
Density:	1.26 g/cm³
Appearance:	Yellow-orange low melting point solid or liquid
MDL:	MFCD00010593
LogP:	-0.27570

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Related Functional Groups

Carbonyl Compounds

[87-88-7]C6H2Cl2O4
Chloranilic acid
[959574-98-2]C11H10N2O2
(3-Phenyl-1H-pyrazol-1-yl)acetic acid
[70199-62-1]C8H10ClNO
(4-Pyridyl)acetone Hydrochloride
[35153-16-3]C16H30O2
(Z)-10-Tetradecenyl Acetate
[1006443-01-1]C9H6N4O4
1-(5-Nitropyridin-2-yl)-1H-pyrazole-3-carboxylic acid
[832741-29-4]C9H11BrOS
1-(4-Bromo-5-propylthiophen-2-yl)ethanone

GHS Hazard Statement:	H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
Precautionary Statement:	P260, P261, P264, P280, P285, P301+P330+P331, P303+P361+P353, P304+P340, P304+P341, P305+P351+P338, P310, P321, P342+P311, P363, P405, and P501
Signal Word:	Danger

Publication Number	Title	Priority Date
CN-113350566-A	Preparation method of medical sponge hemostatic material	20210723
CN-112010889-A	Preparation method of 4-hydroxy-2-azetidinone compound	20200914
CN-111675734-A	Preparation method of penem antibiotic intermediate 4-acetoxy azetidinone	20200622
CN-111393389-A	Method for synthesizing 3- (trifluoromethyl) azetidinone by palladium catalysis	20200507
CN-111363730-A	Preparation method of ketoreductase for producing 4-AA	20200323

PMID	Publication Date	Title	Journal
21558760	20110101	Development of biomimetic catalytic oxidation methods and non-salt methods using transition metal-based acid and base ambiphilic catalysts	Proceedings of the Japan Academy. Series B, Physical and biological sciences
19514728	20090807	Syntheses of carbocyclic uracil polyoxin C analogs: application of Pd(0)/InI-allylation of 4-acetoxy-2-azetidinone	The Journal of organic chemistry
19216521	20090319	Pd(0)/InI-mediated allylic additions to 4-acetoxy-2-azetidinone: new route to highly functionalized carbocyclic scaffolds	Organic letters
9871686	19980217	Design and synthesis of monocyclic beta-lactams as mechanism-based inhibitors of human cytomegalovirus protease	Bioorganic & medicinal chemistry letters

Complexity:	154
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	129.042593085
Formal Charge:	0
Heavy Atom Count:	9
Hydrogen Bond Acceptor Count:	3
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	129.042593085
Rotatable Bond Count:	2
Topological Polar Surface Area:	55.4 Å²
Undefined Atom Stereocenter Count:	1
Undefined Bond Stereocenter Count:	0
XLogP3:	-0.3