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Linker strategies in solid-phase organic synthesis [[electronic resource] /] / edited by Peter J. H Scott
Linker strategies in solid-phase organic synthesis [[electronic resource] /] / edited by Peter J. H Scott
Autore Scott Peter J. H
Pubbl/distr/stampa Hoboken, NJ, : Wiley, 2009
Descrizione fisica 1 online resource (707 p.)
Disciplina 547.2
Altri autori (Persone) ScottPeter J. H
Soggetto topico Solid-phase synthesis
Organic compounds - Synthesis
Soggetto genere / forma Electronic books.
ISBN 1-282-33153-1
9786612331534
0-470-74904-0
0-470-74905-9
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Linker Strategies In Solid-Phase Organic Synthesis; Contents; Foreword; Preface; List of Contributors; About the Editor; Abbreviations; I INTRODUCTION; 1 General Overview; 1.1 Introduction, background and pivotal discoveries; 1.2 Fundamentals of conducting solid-phase organic chemistry; 1.2.1 Apparatus; 1.2.2 Typical solid supports; 1.2.3 Fluorous supports; 1.2.4 Linker strategies; 1.2.5 Challenges; 1.2.6 Linker groups; 1.3 Concluding comments; 1.4 Personal perspective and testimony: solid-phase Mannich chemistry; References; II TRADITIONAL LINKER UNITS FOR SOLID-PHASE ORGANIC SYNTHESIS
2 Electrophile Cleavable Linker Units2.1 Introduction; 2.2 Resins for use with electrophilic linkers; 2.3 Electrophile cleavable linkers; 2.3.1 Acid labile linkers; 2.4 Conclusion; References; 3 Nucleophile Cleavable Linker Units; 3.1 Introduction; 3.2 Linker units; 3.3 Nucleophilic labile linker units; 3.3.1 Cleavage by saponification or basic trans-esterification; 3.3.2 Cleavage by aminolysis; 3.3.3 Cleavage by hydrazinolysis; 3.3.4 Cleavage by Hydroxylamines; 3.3.5 Cleavage by other nucleophiles; 3.3.6 Linker cleavage by intramolecular nucleophilic reaction; 3.4 Conclusion; References
4 Cyclative Cleavage as a Solid-Phase Strategy4.1 Introduction; 4.2 C-N bond formation; 4.2.1 Cyclopeptides and cyclodepsipeptides; 4.2.2 Heterocycles, five-membered ring formation; 4.2.3 Heterocycles, six- and seven-membered ring formation; 4.3 C-O bond formation; 4.4 C-C bond formation; 4.5 Conclusion; References; 5 Photolabile Linker Units; 5.1 Introduction; 5.2 Linkers based on the ortho-nitrobenzyloxy function; 5.3 Linkers based on the ortho-nitrobenzylamino function; 5.4 Linkers based on the α-substituted ortho-nitrobenzyl group; 5.5 Linkers based on the ortho-nitroveratryl group
5.6 Linkers based on the phenacyl group5.7 Linkers based on the para-methoxyphenacyl group; 5.8 Linkers based on the benzoin group; 5.9 Linkers based on the pivaloyl group; 5.10 Traceless linkers; 5.11 Other types of photolabile linker units; 5.12 Conclusion; References; 6 Safety-Catch Linker Units; 6.1 Introduction; 6.2 Activation of a carbonyl group by the inductive effect (I-) of an adjacent substituent; 6.2.1 Kenner-type safety-catch linker; 6.2.2 N-boc-activated safety-catch linker; 6.2.3 Sulfide/sulfone safety-catch linker; 6.2.4 Dpr(phoc) safety-catch linker
6.3 Activation by the mesomeric effect (M-) of the -X-Y=Z moiety adjacent to a carbonyl group6.3.1 Carbonyl activation by oxidative aromatization; 6.3.2 Carbonyl activation by indole ring formation; 6.3.3 Benzyl/phenyl-hydrazide safety-catch linker; 6.3.4 Dehydration activated safety-catch linker; 6.4 Activation by the positive mesomeric effect (M+) of the -X-Y=Z moiety adjacent to a N-acyl or O-alkyl group; 6.4.1 Benzhydryl-based safety-catch linker; 6.4.2 Indole-based safety-catch linker; 6.4.3 Nitrobenzyl alcohol-based safety-catch linker; 6.5 Aromatic SNAr substitution
6.6 Fragmentation by β-elimination
Record Nr. UNINA-9910140010803321
Scott Peter J. H  
Hoboken, NJ, : Wiley, 2009
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Linker strategies in solid-phase organic synthesis / / edited by Peter J. H Scott
Linker strategies in solid-phase organic synthesis / / edited by Peter J. H Scott
Pubbl/distr/stampa Hoboken, NJ, : Wiley, 2009
Descrizione fisica 1 online resource (707 p.)
Disciplina 547.2
Altri autori (Persone) ScottPeter J. H
Soggetto topico Solid-phase synthesis
Organic compounds - Synthesis
ISBN 9786612331534
9781282331532
1282331531
9780470749043
0470749040
9780470749050
0470749059
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Linker Strategies In Solid-Phase Organic Synthesis; Contents; Foreword; Preface; List of Contributors; About the Editor; Abbreviations; I INTRODUCTION; 1 General Overview; 1.1 Introduction, background and pivotal discoveries; 1.2 Fundamentals of conducting solid-phase organic chemistry; 1.2.1 Apparatus; 1.2.2 Typical solid supports; 1.2.3 Fluorous supports; 1.2.4 Linker strategies; 1.2.5 Challenges; 1.2.6 Linker groups; 1.3 Concluding comments; 1.4 Personal perspective and testimony: solid-phase Mannich chemistry; References; II TRADITIONAL LINKER UNITS FOR SOLID-PHASE ORGANIC SYNTHESIS
2 Electrophile Cleavable Linker Units2.1 Introduction; 2.2 Resins for use with electrophilic linkers; 2.3 Electrophile cleavable linkers; 2.3.1 Acid labile linkers; 2.4 Conclusion; References; 3 Nucleophile Cleavable Linker Units; 3.1 Introduction; 3.2 Linker units; 3.3 Nucleophilic labile linker units; 3.3.1 Cleavage by saponification or basic trans-esterification; 3.3.2 Cleavage by aminolysis; 3.3.3 Cleavage by hydrazinolysis; 3.3.4 Cleavage by Hydroxylamines; 3.3.5 Cleavage by other nucleophiles; 3.3.6 Linker cleavage by intramolecular nucleophilic reaction; 3.4 Conclusion; References
4 Cyclative Cleavage as a Solid-Phase Strategy4.1 Introduction; 4.2 C-N bond formation; 4.2.1 Cyclopeptides and cyclodepsipeptides; 4.2.2 Heterocycles, five-membered ring formation; 4.2.3 Heterocycles, six- and seven-membered ring formation; 4.3 C-O bond formation; 4.4 C-C bond formation; 4.5 Conclusion; References; 5 Photolabile Linker Units; 5.1 Introduction; 5.2 Linkers based on the ortho-nitrobenzyloxy function; 5.3 Linkers based on the ortho-nitrobenzylamino function; 5.4 Linkers based on the α-substituted ortho-nitrobenzyl group; 5.5 Linkers based on the ortho-nitroveratryl group
5.6 Linkers based on the phenacyl group5.7 Linkers based on the para-methoxyphenacyl group; 5.8 Linkers based on the benzoin group; 5.9 Linkers based on the pivaloyl group; 5.10 Traceless linkers; 5.11 Other types of photolabile linker units; 5.12 Conclusion; References; 6 Safety-Catch Linker Units; 6.1 Introduction; 6.2 Activation of a carbonyl group by the inductive effect (I-) of an adjacent substituent; 6.2.1 Kenner-type safety-catch linker; 6.2.2 N-boc-activated safety-catch linker; 6.2.3 Sulfide/sulfone safety-catch linker; 6.2.4 Dpr(phoc) safety-catch linker
6.3 Activation by the mesomeric effect (M-) of the -X-Y=Z moiety adjacent to a carbonyl group6.3.1 Carbonyl activation by oxidative aromatization; 6.3.2 Carbonyl activation by indole ring formation; 6.3.3 Benzyl/phenyl-hydrazide safety-catch linker; 6.3.4 Dehydration activated safety-catch linker; 6.4 Activation by the positive mesomeric effect (M+) of the -X-Y=Z moiety adjacent to a N-acyl or O-alkyl group; 6.4.1 Benzhydryl-based safety-catch linker; 6.4.2 Indole-based safety-catch linker; 6.4.3 Nitrobenzyl alcohol-based safety-catch linker; 6.5 Aromatic SNAr substitution
6.6 Fragmentation by β-elimination
Record Nr. UNINA-9911018973203321
Hoboken, NJ, : Wiley, 2009
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Radiochemical synthesis . Volume I Radiopharmaceuticals for positron emission tomography [[electronic resource] /] / edited by Peter J.H. Scott, Brian G. Hockley
Radiochemical synthesis . Volume I Radiopharmaceuticals for positron emission tomography [[electronic resource] /] / edited by Peter J.H. Scott, Brian G. Hockley
Pubbl/distr/stampa Hoboken, N.J., : Wiley, 2012
Descrizione fisica 1 online resource (371 p.)
Disciplina 616.07575
Altri autori (Persone) ScottPeter J. H
HockleyBrian G
Collana Wiley Series on Radiochemical Syntheses
Soggetto topico Radiopharmaceuticals - Synthesis
Tomography, Emission
ISBN 1-283-40093-6
9786613400932
1-118-14033-8
1-118-14034-6
1-118-14031-1
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Radiochemical Syntheses; CONTENTS; Contributors; Foreword; Preface; Abbreviations; PART I FLUORINE-18 LABELED RADIOPHARMACEUTICALS; 1. Synthesis of [18F]-Fluorodeoxyglucose ([18F]FDG); 2. Synthesis of Sodium [18F]Fluoride (Na[18F]F); 3. Radiosynthesis of 3'-Deoxy-3''-[18F]Fluorothymidine ([18F]FLT); 4. Synthesis of [18F]Fluoroazomycin Arabinoside ([18F]FAZA); 5. Synthesis of [18F]Fluoromisonidazole (1-(2-Hydroxy-3-[18F]Fluoropropyl)-2-Nitroimidazole, [18F]FMISO); 6. Synthesis of [18F]FPPRGD2; 7. Synthesis of [18F]Fluorocholine ([18F]FCH)
8. Clinical Manufacturing of [18F]-16-a-Fluoroestradiol ([18F]FES)9. Synthesis of N-Succinimidyl 4-[18F]Fluorobenzoate ([18F]SFB); 10. Synthesis of 4-(2'-Methoxyphenyl)-1-[2'-(N-2'Pyridinyl)-p-[18F]Fluorobenzamido]Ethylpiperazine [18F]MPPF; 11. Synthesis of [18F]-Fallypride; 12. Synthesis of [18F]Fluoroethyltyrosine (18F-FET); 13. Synthesis of [18F]Flumazenil ([18F]FZ); 14. Synthesis of 6-[18F]Fluorodopamine (6-[18F]FDA); 15. Synthesis of 2-([18F]Fluoro)-3-[(2S)-2-Azetidinylmethoxy]Pyridine ([18F]2FA); 16. Synthesis of [18F]-Substance-P Antagonist-Receptor Quantifier ([18F]SPA-RQ)
PART II CARBON-11 LABELED RADIOPHARMACEUTICALS17. Synthesis of [11C]Choline Chloride ([11C]CHL); 18. Synthesis of 2-(4-N-[11C]Methylaminophenyl)-6-Hydroxybenzothiazole ([11C]6-OH-BTA-1; [11C]PIB); 19. Synthesis of [11C]-meta-Hydroxyephedrine ([11C]MHED); 20. Synthesis of l-[methyl-11C]Methionine ([11C]MET); 21. Synthesis of (+)-a-[11C]Dihydrotetrabenazine ([11C]DTBZ); 22. Synthesis of [11C]Flumazenil([11C]FMZ); 23. Synthesis of [11C]Hexadecanoic Acid ([11C]Palmitic Acid); 24. Synthesis of O-methyl-11C]Metomidate ([11C]-MTO); 25. Synthesis of [11C]Carfentanil ([11C]CFN)
26. Synthesis of [carbonyl-11C]Way-10063527. Synthesis of [11C]Raclopride; 28. Synthesis of 3-Amino-4-[2-(N-Methyl-N-[11C]Methyl-Amino-Methyl)Phenylsulfanyl]-Benzonitrile ([11C]Dasb); 29. Synthesis of [11C]Acetate; 30. Synthesis of N-(2-[11C]Methoxybenzyl)-N-(4-Phenoxypyridin-3-yl)Acetamide ([11C]PBR28); PART III OTHER RADIOPHARMACEUTICALS; 31. Synthesis of [13N]Ammonia ([13N]NH3); 32. Synthesis of [68Ga]Gallium Dota-(Tyr3)-Octreotide Acetate ([68Ga]-Dotatoc); Appendix 1 Supplier Information; Index
Record Nr. UNINA-9910141180003321
Hoboken, N.J., : Wiley, 2012
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Radiochemical synthesis . Volume I Radiopharmaceuticals for positron emission tomography / / edited by Peter J.H. Scott, Brian G. Hockley
Radiochemical synthesis . Volume I Radiopharmaceuticals for positron emission tomography / / edited by Peter J.H. Scott, Brian G. Hockley
Edizione [1st ed.]
Pubbl/distr/stampa Hoboken, N.J., : Wiley, 2012
Descrizione fisica 1 online resource (371 p.)
Disciplina 616.07575
Altri autori (Persone) ScottPeter J. H
HockleyBrian G
Collana Wiley Series on Radiochemical Syntheses
Soggetto topico Radiopharmaceuticals - Synthesis
Tomography, Emission
ISBN 9786613400932
9781283400930
1283400936
9781118140338
1118140338
9781118140345
1118140346
9781118140314
1118140311
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Radiochemical Syntheses; CONTENTS; Contributors; Foreword; Preface; Abbreviations; PART I FLUORINE-18 LABELED RADIOPHARMACEUTICALS; 1. Synthesis of [18F]-Fluorodeoxyglucose ([18F]FDG); 2. Synthesis of Sodium [18F]Fluoride (Na[18F]F); 3. Radiosynthesis of 3'-Deoxy-3''-[18F]Fluorothymidine ([18F]FLT); 4. Synthesis of [18F]Fluoroazomycin Arabinoside ([18F]FAZA); 5. Synthesis of [18F]Fluoromisonidazole (1-(2-Hydroxy-3-[18F]Fluoropropyl)-2-Nitroimidazole, [18F]FMISO); 6. Synthesis of [18F]FPPRGD2; 7. Synthesis of [18F]Fluorocholine ([18F]FCH)
8. Clinical Manufacturing of [18F]-16-a-Fluoroestradiol ([18F]FES)9. Synthesis of N-Succinimidyl 4-[18F]Fluorobenzoate ([18F]SFB); 10. Synthesis of 4-(2'-Methoxyphenyl)-1-[2'-(N-2'Pyridinyl)-p-[18F]Fluorobenzamido]Ethylpiperazine [18F]MPPF; 11. Synthesis of [18F]-Fallypride; 12. Synthesis of [18F]Fluoroethyltyrosine (18F-FET); 13. Synthesis of [18F]Flumazenil ([18F]FZ); 14. Synthesis of 6-[18F]Fluorodopamine (6-[18F]FDA); 15. Synthesis of 2-([18F]Fluoro)-3-[(2S)-2-Azetidinylmethoxy]Pyridine ([18F]2FA); 16. Synthesis of [18F]-Substance-P Antagonist-Receptor Quantifier ([18F]SPA-RQ)
PART II CARBON-11 LABELED RADIOPHARMACEUTICALS17. Synthesis of [11C]Choline Chloride ([11C]CHL); 18. Synthesis of 2-(4-N-[11C]Methylaminophenyl)-6-Hydroxybenzothiazole ([11C]6-OH-BTA-1; [11C]PIB); 19. Synthesis of [11C]-meta-Hydroxyephedrine ([11C]MHED); 20. Synthesis of l-[methyl-11C]Methionine ([11C]MET); 21. Synthesis of (+)-a-[11C]Dihydrotetrabenazine ([11C]DTBZ); 22. Synthesis of [11C]Flumazenil([11C]FMZ); 23. Synthesis of [11C]Hexadecanoic Acid ([11C]Palmitic Acid); 24. Synthesis of O-methyl-11C]Metomidate ([11C]-MTO); 25. Synthesis of [11C]Carfentanil ([11C]CFN)
26. Synthesis of [carbonyl-11C]Way-10063527. Synthesis of [11C]Raclopride; 28. Synthesis of 3-Amino-4-[2-(N-Methyl-N-[11C]Methyl-Amino-Methyl)Phenylsulfanyl]-Benzonitrile ([11C]Dasb); 29. Synthesis of [11C]Acetate; 30. Synthesis of N-(2-[11C]Methoxybenzyl)-N-(4-Phenoxypyridin-3-yl)Acetamide ([11C]PBR28); PART III OTHER RADIOPHARMACEUTICALS; 31. Synthesis of [13N]Ammonia ([13N]NH3); 32. Synthesis of [68Ga]Gallium Dota-(Tyr3)-Octreotide Acetate ([68Ga]-Dotatoc); Appendix 1 Supplier Information; Index
Record Nr. UNINA-9910815201303321
Hoboken, N.J., : Wiley, 2012
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui