Anthony J. Pearson, William R. Roush

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

Ed. by Peter Wipf

• Gebundenes Buch

Produktbeschreibung

Since its discovery in 1963 by R. B. Merrifield, solid-phase synthesis, or polymer-supported synthesis, has become an essential technique with its wide use in the synthesis of peptides and other oligomers. Solid-Phase Reactions provides extensive and comprehensive information on this form of synthesis in a format ideal for those working in the laboratory.

As part of the Handbook of Reagents in Organic Synthesis Series, this new addition extends the wealth of information available to the chemist at the bench. All content has been expertly collected and presented by an internationally recognised and respected editorial board led by Professor Peter Wipf.

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Produktdetails

• Verlag: Wiley & Sons
• Artikelnr. des Verlages: 14586298000
• 1. Auflage
• Seitenzahl: 392
• Erscheinungstermin: 1. Mai 2005
• Englisch
• Abmessung: 287mm x 220mm x 30mm
• Gewicht: 1350g
• ISBN-13: 9780470862988
• ISBN-10: 047086298X
• Artikelnr.: 13337842

Autorenporträt

Jonathan A. Ellman is Eugene Higgins Professor of Chemistry at Yale University. He received his B.S. in Chemistry from MIT and his PhD in Organic Chemistry from Harvard University. His research efforts are focused on the development of efficient, systematic chemical tools to establish protein function through the design and synthesis of small molecule libraries targeting protein families, methods for the asymmetric synthesis of amines, and the development of synthetic applications of C-H activation.

Inhaltsangabe

Preface. Introduction. Recent Review Articles and Monographs. 4
Acetoxymethylbenzoic Acid. N
[(Allyloxycarbonyl)oxy]maleimide
styrenne Copolymer (Alloc
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 Hexafluorophosphate (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
divinylbenzene)). 1
(Mesitylene
2
sulfonyl)
3
nitro
1,2,4
triazole (MSNT). N
Methylmorpholine Polystyrene (PS
NMM). Montmorillonite K10. Nafion
H. 2
(5
Norbornene
2,3
Dicarboximido_1,1,3,3
tetramethyluronium Tetrafluoroborate (TNTU). S
(1
Oxido
2
pirydinyl)
1,13,3
tetramethylthiouronium Hexafluorophosphate (HOTT). Ozone
Silica Gel. Palladium on Carbon. Palladium(II) Hydroxide on Carbon. PAMAM Dendrimer Resin (DendroGel). pd Nanoparticles. Pentafluorophenyl Diphenylphosphinate (FDPP). 1H,1H,2H,2H
perfluorodecanethiol (Fluorous Thiol). phenylbis[4
(3,3,4,4,5,5,6,6,7,7,8,8,8
tridecafluorooctyl) phenyl]
phosphine (Fluorous Triphenylphosphine. Platinum on Alumina. Platinium (IV) Oxide. (polyallyl)scandium Triflylamide Ditriflate (PA
Sc
TAD). 3,3'
polyBINOL. poly[4
(diacetoxyiodo)styrene](PS
DIB). poly(ethylene glycol)
supported burgess reagent (PEG
Burgess Reagent). poly(ethylene glycol)
supported 1,4
phthalazinediyl Diether Hydroquinidine ((DHQD)2 PHAL Ligand). poly(ethylene glycol)
supported Dialkylborane. poly(ethylene glycol)
supported N
phenyl Triflimide. poly(ethylene glycol)
supported Thiarylphosphine. poly(exo
N
Hydroxy
7
oxabicyclo[2.2.1]hept
5
ene
2,3
dicarboximide) (ROMPGEL
N
Hydroxysuccinimide). Polyhexamethylenecarbodiimide. Polymer
bound Diisopropyl Chlorosilane. Polymer
bound Diphenyl Chlorosilane. Polymer
bound N
Hydroxysuccinimide. Polymer
supported O
Allyisourea. Polymer
supported Ammonium Periodate. Polymer
supported O
Benzylisourea. Polymer
supported Bis(acyloxy)bromate(I). Polymer
supported Bis(acyloxy)iodate (I). Polymer
supported Bis(azido)iodate(I). Polymer
supported Carbonate. Polymer
supported Hydroxide. Polymer
supported O
Methylisourea. Polymer
supported Perruthenate. Polymer
supported Sulfonic Acid (Dowex 50W). Polymer
supported Sulfonic Acid (Dowex 50x8). Polymer
supported Tetrathiafulvalene. Polymer
supported Thiophenol. Polymer
supported p
Toluenesulfonyl Chloride and related reagents. Polymer
supported 1,5,7
Triazabicyclo[4.4.0]dec
5
ene PTBD). Polymer
supported Trialkylsilyl Cyanide. Polymer
supported Trisamine. Polystyrene. Polystyrene
bound 1
Hydroxybenzotriazole (PS
HOBT). Polystyrene
bound Dimethylaminopyradine (PS
DMAP) carbodiimide Hydrochloride (PS
EDCI). Polystyrene
supported Methyleneriphenylphosphorane. Polystyrene
supported Tosyl Azide. Polystyrene
supported Triphonylphosphine. Polystyrylboronic Acid. Poly(4
vinylpyridine). Poly(4
vinylpyridinium Bromide Dichromate). Poly(4
vinylpyridinium Bromide Perbromide). Potassium Flouride
Alumina. Potassium Flouride
Celite. Potassium Hydroxide
Alumina. Potassium on Alumina. N
[(Propargyloxycarbonyl)oxy]maleimidestyrene Copolymer (Proc
resin). Pyridinium Chlorochromate
Alumina. 2
Pyridyldimethylsilane. Rodium on Alumina. Silver(I) Carbon on Celite. Solid
supported Phosphine
free Ruthenium Alkylidene for Olefin Metathesis. O
(N
Succinimidyl)
1,1,3,3
Tetramethyluronium Tetrafluoroborate (TSTU). TEMPO
methyl
polystyrene resin Tentagel. 1,1,3,3
Tetramethylfluoroformamidinum Hexafluorophosphate (TFFH). Tetramethylurea. Triazene resin. Triphenylmethyl Chloride resins. Triphenylphosphine Selenide. Tris(2
perfluorohexylethyl)tin Hydride (Fluorous Tin Hydride). Wang Resin. List of Contributers. Reagent Fomula Index. Subject Index.

Rezensionen

"...a very useful compendium...this volume will interest anyinstitution where synthetic organic chemical and biochemicalresearch is carried out." ( CHOICE , January 2006)
"...a valuable resource and of high interest..." (Journal ofMedicinal Chemistry, Vol 48 (20) 2005)

"...this volume will be an invaluable reference source..."(Applied Organometallic Chemistry, Vol 19 (12), December 2005)

"...an excellent starting point...or as a solidready-reference source for the more experienced user." ( Journalof Natural Products , November 2005)