3-Oxocyclobutanecarboxylic acid

Description

3-Oxocyclobutanecarboxylic acid is an organic common intermediate compound used in pharmaceuticals, organic synthesis and organic light-emitting diode (OLED) intermediates. Abrocitinib, prepared from 3-Oxocyclobutanecarboxylic acid, is approved for the treatment of adult patients with atopic dermatitis (AD), as well as patients with refractory moderate to severe AD who have had limited or minimal response to other systemic medications.

Chemical properties

White solid

The Uses of 3-Oxocyclobutanecarboxylic acid

3-oxo cyclobutane-carboxylic acid is a very important medicine intermediate, it is widely used in the synthetic of tens kinds of bulk drugs, such as ACK1 antibody, the MDM2 antagonist, the JAK inhibitor, CETP inhibitor, kinase inhibitor, the PDE10 inhibitor, etc.

What are the applications of Application

3-Oxocyclobutanecarboxylic acid is a very important medicine intermediate, it is widely applied in the synthetic of tens kinds of bulk drugs, such as ACK1 antibody, the MDM2 antagonist, the JAK inhibitor, CETP inhibitor, kinase inhibitor, the PDE10 inhibitor, thrombin inhibitors and in autoimmunization chronic inflammatory diseases and antitumor drug, all being used to.

Preparation

The target product 3-oxocyclobutanecarboxylic acid is obtained by adopting acetone, bromine, and malononitrile as raw materials, adopting ethanol, DMF (dimethyl formamide), and water as solvents, adopting sodium iodide as an activating agent and tetrabutylammonium bromide (TBAB) as a phase transfer catalyst through three-step reaction.

Preparation

The preparation method of 3-Oxocyclobutanecarboxylic acid comprises the following steps: (1) preparing methyl triphenylphosphine iodide ; (2) preparing 3-benzal cyclobutanol ; (3) preparing methyl-benzenesulfonic acid-3-benzal cyclobutanol ester ; (4) preparing 3-benzal cyclobutanecarbonitrile ; (5) preparing 3-benzal cyclobutylcarboxylic acid ; (6) preparing 3-oxocyclobutanecarboxylic acid.

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 3841, 1988 DOI: 10.1021/jo00251a033