ORGANOPHOSPHORUS SYNTHESIS (1,2-EPOXYPHOSPHONATES).

Title: ORGANOPHOSPHORUS SYNTHESIS (1,2-EPOXYPHOSPHONATES).
Identifier: AAI8614669
identifier: 8614669
Creator: DAVE, PARITOSH RAMESH.
Contributor: Robert Engel
Date: 1986
Language: English
Publisher: City University of New York.
Subject: Chemistry, Organic
Abstract: The following analogs of glycerol-3-phosphate have been synthesized for the purpose of affinity label experiments: (1) Monotriethyl ammonium 3,4-dihydroxy 1,2-epoxybutylphosphonate. (2) Dimethyl 3,4-O-isopropylidene-3,4-dihydroxy-2-ketobutylphosphonate.;The first of these has been prepared by sodium tungstate catalyzed epoxidation of the corresponding trans alkene phosphonate with hydrogenperoxide.;The second of these has been prepared by alkylation of lithio dimethyl methylphosphonate with methyl glycerate 2,3-acetonide.;The Darzen's condensation has been applied to the synthesis of diethyl 3,4-O-isopropylidene-3,4-dihydroxy-1,2-epoxybutylphosphonate, although all attempts to hydrolyze the product resulted in attack at the oxirane ring.;Attempts to synthesize 3,4-dihydroxy-1-ketobutylphosphonic acid via 1,3-dithiane-2-ylphosphonate and other methods were unsuccessful.;A method for one pot conversion of bromides to aldehydes using DMSO, NaI and base has been developed.
Type: dissertation
Source: PQT Legacy CUNY.xlsx
degree: Ph.D.
Program: Chemistry