Abstract
An efficient synthesis of a phosphinate analogue of the anti-tumour phosphate di-ester perifosine is described (6 steps and 50% overall yield). The two phosphorus-carbon bonds in the perifosine analogue were prepared by sequential double radical hydrophosphinylation processes. This is the first example of a phosphinate analogue of perifosine, designed to be resistant to hydrolysis by phospholipid-metabolizing enzymes.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Antineoplastic Agents / chemical synthesis*
-
Antineoplastic Agents / chemistry
-
Esters / chemical synthesis*
-
Esters / chemistry
-
Free Radicals / chemistry
-
Hydrolysis
-
Phosphines / chemistry*
-
Phosphinic Acids / chemistry*
-
Phosphorylcholine / analogs & derivatives*
-
Phosphorylcholine / chemical synthesis
-
Phosphorylcholine / chemistry
Substances
-
Antineoplastic Agents
-
Esters
-
Free Radicals
-
Phosphines
-
Phosphinic Acids
-
Phosphorylcholine
-
perifosine