CAS 5381-99-7: 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one

Stability Moisture Sensitive Applications 2-Chloro-4H-1,2,3-benzodioxaphosphorin-4-one is a highly reactive cyclic phosphitylating reagent which provides fast coupling rates, and hydrolytic cleavage occurs more readily than with acyclic analogs. E0 References Bannwarth,W. & Kung, E.: Tetrahedron Lett., 30, 4219 (1989)

2-Chloro-4H-1,3,2-benzodioxaphosphinin-4-one

2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one is a reagent used in phosphorylation and phosphitylation of alcohols and in the formation of H-phosphonates. It is also reactive cyclic phosphitylating reagent involved in fast coupling rates and hydrolytic cleavage more readily compare to that of a acyclic analog. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

2-Chloro-4H-1,2,3-benzodioxaphosphorin-4-one is a reactive molecule that can be used in the synthesis of nucleosides and polynucleotides. It reacts with hydroxyl groups to form phosphonates. The chloro group is activated by reaction with a strong base such as sodium amide or potassium t-butoxide. The products are then reacted with alcohols to produce chlorohydrins. This process can be done in water or organic solvents such as ethanol or acetonitrile. 2-Chloro-4H-1,2,3-benzodioxaphosphorin-4-one has been shown to inhibit receptor activity and reduce the levels of lipoproteins in the blood plasma. It also has been shown to have antiinflammatory properties and can be used for the treatment of pancreatitis.