{"id":{"repo_id":"london-metro","oai_identifier":"oai:repository.londonmet.ac.uk:3198"},"canonical_url":"https://search.dev.ndltd.org/etd/london-metro/oai:repository.londonmet.ac.uk:3198","repository":{"repo_id":"london-metro","name":"London Metropolitan University","base_url":"https://repository.londonmet.ac.uk/cgi/oai2"},"display":{"title":"Synthesis and biological activities of [alpha]-aminoalkanephosphonic acids and [alpha]-aminoalkanephosphonous acids and their derivatives","abstract":"A study of preparation methods for alpha-aminoalkanephosphonic, alpha-aminoalkanephosphonous and alpha-aminoalkanephosphinic acids has been made, based on the combined use of an aldehyde, an amino com pound, and a phosphorus reagent. Reported yields are frequently poor and the mechanisms of the reactions are unclear. The synthesis of alpha-aminoalkanephosphonic acids has been systematically examined. Propanal was used as a model carbonyl compound in reaction with various combinations of the following: 1) (PhO)3P, (PhO)2PH, (MeO)3P, (MeO)2PHO, (Et0)2PH0, PCI3, H3PO3. 2) H2NC02Et, H2NC02CH2Ph, H2NCH2Ph, H2NCHPh2, H2NCONH2 , H2NC0NHPh. NH3. The yields of various routes developed have ranged from 65% to 12%. The products have been fully characterised by melting point, elemental analysis, and nmr (1H,13C,31P) spectroscopy. Radiolabelled alpha-amino4 -[14C ]-propanophosphonic acid was prepared for toxicology studies. An interesting feature of this compound has been the formation of chemically identical crystalline products whose melting points differ by 10°C after repeated recrystallisation. The crystal structure of alpha-amino4-[14C]-propanephosphonic acid was determined in order to examine the possibility of different crystalline forms. 31P nmr spectroscopy studies of \"one-pot\" syntheses of the alpha-aminopropanephosphonic acid have shown that low yields may be due to the formation of several phosphorus-containing by-products and not merely from the problems of isolation. A range of a-aminoalkanephosphonous acids and their derivatives has been prepared and characterised by nmr (1H,13C, 31P) spectroscopy. These acids were also examined by FAB mass spectrometry and were found to give strong [M+H]+ ions. New derivatives of alpha-aminopropanephosphonic acid were prepared and characterised. Results of screening tests have been presented.","abstract_html":"A study of preparation methods for alpha-aminoalkanephosphonic, alpha-aminoalkanephosphonous and alpha-aminoalkanephosphinic acids has been made, based on the combined use of an aldehyde, an amino com pound, and a phosphorus reagent. Reported yields are frequently poor and the mechanisms of the reactions are unclear. The synthesis of alpha-aminoalkanephosphonic acids has been systematically examined. Propanal was used as a model carbonyl compound in reaction with various combinations of the following: 1) (PhO)3P, (PhO)2PH, (MeO)3P, (MeO)2PHO, (Et0)2PH0, PCI3, H3PO3. 2) H2NC02Et, H2NC02CH2Ph, H2NCH2Ph, H2NCHPh2, H2NCONH2 , H2NC0NHPh. NH3. The yields of various routes developed have ranged from 65% to 12%. The products have been fully characterised by melting point, elemental analysis, and nmr (1H,13C,31P) spectroscopy. Radiolabelled alpha-amino4 -[14C ]-propanophosphonic acid was prepared for toxicology studies. An interesting feature of this compound has been the formation of chemically identical crystalline products whose melting points differ by 10°C after repeated recrystallisation. The crystal structure of alpha-amino4-[14C]-propanephosphonic acid was determined in order to examine the possibility of different crystalline forms. 31P nmr spectroscopy studies of "one-pot" syntheses of the alpha-aminopropanephosphonic acid have shown that low yields may be due to the formation of several phosphorus-containing by-products and not merely from the problems of isolation. A range of a-aminoalkanephosphonous acids and their derivatives has been prepared and characterised by nmr (1H,13C, 31P) spectroscopy. These acids were also examined by FAB mass spectrometry and were found to give strong [M+H]+ ions. New derivatives of alpha-aminopropanephosphonic acid were prepared and characterised. Results of screening tests have been presented.","abstract_has_math":false,"creators":["Bawa, Fatima"],"institution":"Polytechnic of North London","degree_name":"phd","degree_level":"doctoral","degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":1989,"date_issued":"1989","date_published":"1989","updated_at":"2026-07-24T02:54:30Z","subjects":["540 Chemistry & allied sciences"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier.grantnumber","label":"Dc Identifier Grantnumber","values":["N/A"],"render_values":[{"text":"N/A","href":null,"code":true}]}]},"links":{"outbound_url":null,"outbound_label":null,"outbound_source":null},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.sponsor","label":"Sponsor","values":["London Metropolitan University"]},{"key":"dc:creator","label":"Author","values":["Bawa, Fatima"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["1989"]},{"key":"dc:date.issued","label":"Date","values":["1989"]},{"key":"dc:publisher.department","label":"Dc Publisher Department","values":["School of Human Sciences (SHSC)","Department of Chemistry"]},{"key":"dc:publisher.institution","label":"Dc Publisher Institution","values":["Polytechnic of North London"]},{"key":"dc:relation.isreferencedby","label":"Dc Relation Isreferencedby","values":["https://repository.londonmet.ac.uk/3198/"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]},{"key":"dc:type.qualificationlevel","label":"Dc Type Qualificationlevel","values":["doctoral"]},{"key":"dc:type.qualificationname","label":"Dc Type Qualificationname","values":["phd"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["540 Chemistry & allied sciences"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.grantnumber","label":"Dc Identifier Grantnumber","values":["N/A"]},{"key":"dc:identifier.uri","label":"Identifier URI","values":["https://repository.londonmet.ac.uk/3198/1/293792.pdf"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["A study of preparation methods for alpha-aminoalkanephosphonic, alpha-aminoalkanephosphonous and alpha-aminoalkanephosphinic acids has been made, based on the combined use of an aldehyde, an amino com pound, and a phosphorus reagent. Reported yields are frequently poor and the mechanisms of the reactions are unclear. The synthesis of alpha-aminoalkanephosphonic acids has been systematically examined. Propanal was used as a model carbonyl compound in reaction with various combinations of the following: 1) (PhO)3P, (PhO)2PH, (MeO)3P, (MeO)2PHO, (Et0)2PH0, PCI3, H3PO3. 2) H2NC02Et, H2NC02CH2Ph, H2NCH2Ph, H2NCHPh2, H2NCONH2 , H2NC0NHPh. NH3. The yields of various routes developed have ranged from 65% to 12%. The products have been fully characterised by melting point, elemental analysis, and nmr (1H,13C,31P) spectroscopy. Radiolabelled alpha-amino4 -[14C ]-propanophosphonic acid was prepared for toxicology studies. An interesting feature of this compound has been the formation of chemically identical crystalline products whose melting points differ by 10°C after repeated recrystallisation. The crystal structure of alpha-amino4-[14C]-propanephosphonic acid was determined in order to examine the possibility of different crystalline forms. 31P nmr spectroscopy studies of \"one-pot\" syntheses of the alpha-aminopropanephosphonic acid have shown that low yields may be due to the formation of several phosphorus-containing by-products and not merely from the problems of isolation. A range of a-aminoalkanephosphonous acids and their derivatives has been prepared and characterised by nmr (1H,13C, 31P) spectroscopy. These acids were also examined by FAB mass spectrometry and were found to give strong [M+H]+ ions. New derivatives of alpha-aminopropanephosphonic acid were prepared and characterised. Results of screening tests have been presented."]},{"key":"dc:format","label":"Dc Format","values":["text"]},{"key":"dc:title","label":"Title","values":["Synthesis and biological activities of [alpha]-aminoalkanephosphonic acids and [alpha]-aminoalkanephosphonous acids and their derivatives"]}]}],"canonical_facts":{"dc:contributor.sponsor":["London Metropolitan University"],"dc:creator":["Bawa, Fatima"],"dc:date":["1989"],"dc:date.issued":["1989"],"dc:description.abstract":["A study of preparation methods for alpha-aminoalkanephosphonic, alpha-aminoalkanephosphonous and alpha-aminoalkanephosphinic acids has been made, based on the combined use of an aldehyde, an amino com pound, and a phosphorus reagent. Reported yields are frequently poor and the mechanisms of the reactions are unclear. The synthesis of alpha-aminoalkanephosphonic acids has been systematically examined. Propanal was used as a model carbonyl compound in reaction with various combinations of the following: 1) (PhO)3P, (PhO)2PH, (MeO)3P, (MeO)2PHO, (Et0)2PH0, PCI3, H3PO3. 2) H2NC02Et, H2NC02CH2Ph, H2NCH2Ph, H2NCHPh2, H2NCONH2 , H2NC0NHPh. NH3. The yields of various routes developed have ranged from 65% to 12%. The products have been fully characterised by melting point, elemental analysis, and nmr (1H,13C,31P) spectroscopy. Radiolabelled alpha-amino4 -[14C ]-propanophosphonic acid was prepared for toxicology studies. An interesting feature of this compound has been the formation of chemically identical crystalline products whose melting points differ by 10°C after repeated recrystallisation. The crystal structure of alpha-amino4-[14C]-propanephosphonic acid was determined in order to examine the possibility of different crystalline forms. 31P nmr spectroscopy studies of \"one-pot\" syntheses of the alpha-aminopropanephosphonic acid have shown that low yields may be due to the formation of several phosphorus-containing by-products and not merely from the problems of isolation. A range of a-aminoalkanephosphonous acids and their derivatives has been prepared and characterised by nmr (1H,13C, 31P) spectroscopy. These acids were also examined by FAB mass spectrometry and were found to give strong [M+H]+ ions. New derivatives of alpha-aminopropanephosphonic acid were prepared and characterised. Results of screening tests have been presented."],"dc:format":["text"],"dc:identifier.grantnumber":["N/A"],"dc:identifier.uri":["https://repository.londonmet.ac.uk/3198/1/293792.pdf"],"dc:publisher.department":["School of Human Sciences (SHSC)","Department of Chemistry"],"dc:publisher.institution":["Polytechnic of North London"],"dc:relation.isreferencedby":["https://repository.londonmet.ac.uk/3198/"],"dc:subject":["540 Chemistry & allied sciences"],"dc:title":["Synthesis and biological activities of [alpha]-aminoalkanephosphonic acids and [alpha]-aminoalkanephosphonous acids and their derivatives"],"dc:type":["Thesis"],"dc:type.qualificationlevel":["doctoral"],"dc:type.qualificationname":["phd"]},"updated_at":"2026-07-24T02:54:30Z"}