A Method of Synthesis of Phosphinic Acids on the Basis of Hypophosphites: VII.(1) Synthesis of Pseudo-gamma-Aminobutanoyl Peptides and Other Phosphinic Analogs of gamma-Aminobutyric Acid

作者：Ragulin V V^*

来源：Russian Journal of General Chemistry, 2008, 78(9): 1655-1661.

DOI：10.1134/S107036320809003X

A method of synthesis of pseudo-gamma-aminobutanoyl peptides and other phosphinic analogs of gamma-aminobutyric acid from hypophosphites is suggested. Silyl phosphonites formed by in situ addition of bis-(trimethylsilyl) hypophosphite to the corresponding alpha-substituted acrylates, styrene, or vinyl phosphonate used as unsaturated components in the synthesis react in situ with N-(omega-bromoalkyl)phthalimides by an Arbuzov reaction scheme, affording omega-(phthalimido)alkylphosphinic acids possessing beta-substituted beta-(alkoxycarbonyl)ethyl, beta-phenylethyl, or beta-(diethoxyphosphinoyl)ethyl substituents. Acid hydrolysis of these reaction products gives the target aminophosphinic acids: phosphinic analogs of gamma-aminobutyric acid.

• 出版日期2008-9