<em>N</em>-[Chloro(dimethylamino)methylene]-<em>N</em>-methylmethanaminium chloride (TMUCl Cl), the reagent of choice for the solid-phase synthesis of anilides期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

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N-[Chloro(dimethylamino)methylene]-N-methylmethanaminium chloride (TMUCl Cl), the reagent of choice for the solid-phase synthesis of anilides

Authors:	Marc Vendrell Ariel Ewenson Fernando Albericio

Institution:	^a Combinatorial Chemistry Unit, Barcelona Science Park, University of Barcelona, 08028 Barcelona, Spain ^b Luxembourg Industries Ltd, 27 Hamered Street, Tel-Aviv 68125, Israel ^c Barcelona Biomedical Research Institute, Barcelona Science Park, University of Barcelona, 08028 Barcelona, Spain ^d Department of Organic Chemistry, University of Barcelona, 08028 Barcelona, Spain

Abstract:	An effective solid-phase preparation of anilides from supported carboxylic acids is described by their activation as the corresponding acid chlorides with TMUCl Cl.

Keywords:	Ac acetyl All allyl Boc tert-butyloxycarbonyl CDI 1 1&prime -carbonyldiimidazole Cl-HOBt 6-chloro-1-hydroxybenzotriazole DCM dichloromethane DCT dichlorotriazine DepODhbt DEPBT 3-(diethoxyphosphoryloxy)-1 2 3-benzotriazin-4-(3H)-one DIEA N N-diisopropylethylamine DMC 2-chloro-1 3-dimethylimidazolinium chloride DMF N N-dimethylformamide Fmoc 9-fluorenylmethoxycarbonyl HATU 1-[bis(dimethylamino)methylene]-1H-1 2 3-triazolo-[4 5-b]pyridinium hexafluorophosphate 3-oxide HCTU 1-[bis(dimethylamino)methylene]-6-chloro-1H-benzotriazolium hexafluorophosphate 3-oxide HBTU 1-[bis(dimethylamino)methylene]-1H-benzotriazolium hexafluorophosphate 3-oxide HDTU O-(3 4-dihydro-4-oxo-1 2 3-benzotriazin-3-yl)-1 1 3 3-tetramethyluronium hexafluorophosphate HOAt 1-hydroxy-7-azabenzotriazole(3-hydroxy-3H-1 2 3-triazolo-[4 5-b]pyridine) HOBt 1-hydroxybenzotriazole HOOBt HODHbt 1-oxo-2-hydroxydihydrobenzotriazine HPLC high performance liquid chromatography NMM N-methylmorpholine MS mass spectroscopy NP normal phase PPHT 2-[N-phenylethyl-N-propyl]amino-5-hydroxytetralin Ph phenyl PS polystyrene PyAOP (7-azabenzotriazol-1-yloxy)-tris(pyrrolidino)phosphonium hexafluorophosphate PyBOP benzotriazol-1-yl-N-oxy-tris(pyrrolidino)phosphonium hexafluorophosphate PyClock 6-chloro-benzotriazol-1-yl-N-oxy-tris(pyrrolidino)phosphonium hexafluorophosphate Rink resin peptide amide resin SPOS solid-phase organic synthesis SPPS solid-phase peptide synthesis t-Bu tert-butyl TCT 2 4 6-trichloro[1 3 5]-triazine (cyanuric chloride) TFA trifluoroacetic acid TFFH tetramethylfluoroformamidinium hexafluorophosphate TMUCl Cl N-[chloro(dimethylamino)methylene]-N-methylmethanaminium chloride Abbreviations used for amino acids follow the IUPAC-IUB Commission of Biochemical Nomenclature in Jones J H J Pept Sci 2003" target="_blank">2003 9 1-8
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