Reagents for High–Throughput Solid–Phase and Solution–Phase Organic Synthesis

Handbook of Reagents for Organic Synthesis
Reagents for High–Throughput Solid–Phase and Solution–Phase Organic Synthesis
The impact of high–throughput solid–phase and solution–phase organic synthesis methods on the generation of large numbers of compounds for high–throughput screening (HTS) is undisputed. The need for generating structurally and functionally novel compounds continually fuels the search for new technologies that enhance combinatorial library generation. From their origins in Merrifield peptide synthesis, parallel synthesis, and automated synthesis, and in response to the need for an efficient purification of organic molecules, all the strategies and tactics of modern organic synthesis have continued to evolve and develop. The current methods for library generation include parallel solution and solid phase synthesis or a combination of both, split–and–mix synthesis, as well as diversity–oriented synthesis.
This volume combines solid supports, linkers, scavengers, coupling and polymer–supported, fluorous and polymeric reagents that are of particular significance in streamlined organic synthesis. Medicinal, polymer, peptide and combinatorial chemists will find this unified resource of relevant reagents and techniques particularly beneficial for their work.
All the information compiled in this volume is also available in electronic format on Wiley InterScience. The electronic Encyclopedia of Reagents for Organic Synthesis (e–EROS) includes all the reagents described in this volume plus many more reagents of other types and for other uses. e–EROS allows for both text and structure searches and has many new and updated entries added every year.

Spis treści:
Preface.
Introduction.
Recent Review Articles and Monographs.
4–Acetoxymethylbenzoic Acid.
N–[(Allyloxycarbonyl)oxy]maleimide–styrenne Copolymer (A lloc–resin).
Alumina.
5–[(4–Aminomethyl)–3,5–Dimethoxyphenoxy] Pentanoic Acod (PAL–Linker).
3–Amino–3–(2–nitrophenyl)propionoc Acid (ANP–linker).
0–(7–Azabenzotriazol–1–yl)–1,3–dimethyl–1,3–dimethylleneuronium hexafluorophosphate (HAMDU).
7–Azabenzotriazol–1–yloxytris(dimethyamino) phosphonium hexafluorosphate (AOP).
(7–Azabenzotriazol–1–yloxy)tris(pyrrolidino) phosphonium Hexafluorophosphate (pyAOP).
Azidation Polymer.
Azidotris(dimethylamino)phosphonium.
Hezafluorophosphate.
BEMP resin (PS–2–tert–butylimino–2–dimethylamino–1,3–dimethylperhydro–1,3,2–diazaphosphorine).
1,2–Benziodoxol–3(1H)–one,1–hydroxy,1–oxide (IBX).
1–Benzotriazolyl Diethyl Phosphate (BDP).
 (1H–Benzotriazol–1–yloxy)tripyrrolodino–phosphonium Hexafluorophosphate (pyBOP).
Benzotriazol–1–yloxytris(dimethylamino)phosphonium Hexafluorophosphate (BOP).
O–Benzotriazol–1–yl–N,N,N′,N′–tetramethyluronium Hexafluorophosphate (HBTU).
O–Benzotriazol–1–yl–N,N,N′,N′–tetramethyluronium Tetrafluoroborate.
Bis(2,4–dinitrophenyl) Carbonate.
Bis(o–nitrophenyl) Phenylphosphonate.
Bis(p–nitrophenyl) Ohenylphosphonate.
Bis(2–oxo–3–oxazolidinyl)phosphinic Chloride (BOP–CI).
Bis(pentafluorophenyl)carbonate.
1,1,3,3–Bis(tetramethylene)chlorouronium Hexafluorophosphate (pyCIU).
Bis(tricyclohexyphosphine)(4–polystyrylmethylidene) ruthenium Dichloride.
Borohydride Exchange Resin.
4–Bromomethyl–3–nitrobenzoic Acid.
4–(2–Bromopropionyl)phenoxyacetic Acid.
Bromotripyrrolodinophosphonium Hexafluorophosphat e (pyBroP).
1,1′–Carbonylbis(3–methylimidazolium) Bis(trifluoromethanesulfonate).
N,N′–carbonydiimidazole (CDI).
Celite.
6–Chloro–1–(p–chlorobenzenesulfonyloxy) benzotriazole.
2–Chloro–1,3–demthylimidazolidium Hezafluorophosphate (CIP).
6–Chloro–2,4–dimethyoxy–s–triazine (CDMT).
Chlorotripyrrolidinophosphonium Hexafluorophosphate (pyCIOP).
copper(II) Nitrate – K10 Bentonite Clay.
Cyanuric Flouride.
1–Cyclohexyl–3–(2–morpholinoethyl)carbodiimide.
1–Cyclohexyl–3–(2–morpholinoethyl)carbodiimide methop–toluenesulfontae.
1,3–Dicyclohexylcarbodiimide (DCC).
N,N–Diethanolaminomethyl Polystyrene (PS–DEAM).
Diethyl phosphorocyanidate (DEPC).
3–(Diethoxyphosphoryloxy)–1,2,3–benzo–trazin–4(3H)–one (DEPBT).
1,3–Diisopropylcarbodiimide (DIC).
2,4–Dimethoxy–4′–hydroxybenzophenone.
4–[(2,4–Dimethoxyphenyl){[1–(9H–fluoren–9–ylmethoxy)carbonyl]amino}methyl]phenoxyacetric Acid (Rink Amide–linker).
N–[(Dimethylamino)–1H–1,2,3–triazolo[4,5–b]pyridin–1–ylmethylene]–N–methylmethanaminium.
Hexafluorophosphate N–Oxide (HATU).
Diphenyl phosphorochloridate.
2–Ethoxy–1–ethoxycarbonyl–1,2–dihydroquinoline (EEDQ).
1–Ethyl–3–(3′–dimethylaminopropyl)carbodiimide hydrochloride (EDCI).
N–Ethyl–5–phenylisoxazolium–3′–sulfonate (Woodward′s Reagent K).
4–{4–[1–[(9H–Fluoren–9–ylmethoxycarbonyl)amino]ethyl]–2–methoxy–5–nitrophenoxy}butanoic Acid.
5–[4–(9–Fluorenylmethyloxycarbonyl)aminomethyl–3,5– ;dimethoxyphenoxy]pentanoic acid (FMOC–PAL–linker).
Fluorous Alkoxyethyl Ether (AE(F),                   [4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11–heptadecafluoro–1–(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10–heptadecfluoro–                                 decyl)undecyloxy]ethene).         
Fluorous DEAD.
Fluorous DMSO (1,1,1,2,2,3,3,4,4–nonafluoro–6–(methanesulfinyl)hexane).
Fluorous Tetrahydropyranyl Ether (THP(F),                                                    2–benzenesulfinyl–3–heptadecafluorooctyltetrahydropyran). 
Fluorous TIPS Triflate.
4–(4–Formyl–3–methoxyphenoxy)–butanoic Acid                                       (FMPB–linker).       
4–Hydroxymethylbenzoic acid (HMBA–linker).
4–(4–Hydroxymethyl–3–methoxyphenoxy)butyric Acid (HMPB–linker).
4–(hydroxymethyl)phenoxyacetic Acid.
N–(3–Hydroxy–9Hxanthenyl–O–(9H–fluoren–9–yl)methylcarbamic Acid.
Iron(III) Chloride–Silica Gel.
JandaJel.
Merrifield Resin (chloromethylcopoly(styrene–divinyl