92025-81-5Relevant academic research and scientific papers
Nucleophilic substitution reactions of benzyl- and diphenylmethylphosphonamidic chlorides with amines: Competition between the usual SN2(P) mechanism and elimination-addition with an alkylideneoxophosphorane (phosphene) intermediate
Harger, Martin J. P.
, p. 41 - 47 (2007/10/03)
The substitution reaction of PhCH2P(O)(NMe2)Cl with Me2NH or Et2NH in CHCI3 is very sensitive to the bulk of the nucleophile (≥ 200 times slower with Et2NH), affords only the product derive
Benzylphosphonic acid inhibitors of human prostatic acid phosphatase
Schwender,Beers,Malloy,Cinicola,Wustrow,Demarest,Jordan
, p. 311 - 314 (2007/10/03)
A series of α-substituted benzylphosphonic acids is described as inhibitors of human prostatic acid phosphatase, an enzyme has been used as a model to study aryl phosphatases. The most potent inhibitors in this series are 2-trifluoromethylbenzhydrylphosphonic acid (9 μM), and α-(2-phenylethyl)benzylphosphonic acid (14 μM). The structure-activity studies suggest that bulk tolerance beyond the phosphate binding area limits the steric or hydrophobic contribution to inhibitor potency achieved through α-carbon substitution.
