Polystyrene resins aminomethyl

The submitters performed the reaction using a 0.12 mmol excess of Fmoc-L-Asp-Ot-Bu, under which conditions aminomethylated polystyrene resin was required to remove the excess carboxylic acid (Note 13). The checkers modified the reaction to use 0.28 mmol excess Disperse Red 1. The initial Amberlyst-15 filtration removes this material. 

To remove carboxylic acid, the crude product is redissolved in 20 mL of methylene chloride and is shaken for 30 min with 1 g of aminomethylated polystyrene resin with a substitution of 1.02 mmol/g, available from Novabiochem (Note 3). After filtration and washing of the resin with 50 mL of methylene chloride, the filtrates were collected together in a 250-mL flask and the solvent was removed on a rotary evaporator. 

Adams JH, Cook RM, Hudson D, Jammalamadaka V, Lyttle MH, Songster MF. A reinvestigation of the preparation, properties, and applications of aminomethyl and 4-methylbenzhydrylamine polystyrene resins. J Org Chem 1998 63 3706-3716. 

Zikos CC, Ferderigos NG (1995) Preparation of high capacity aminomethyl-polystyrene resin. Tetrahedron Lett 36 3741-3744... 

Attachment of Compound 11 onto an Aminomethylated Polystyrene Resin 1 3141 A 1% cross-linked aminomethylated polystyrene resin (0.83 mmol of amino group per gram of resin, 2.41 g, 2 mmol) was placed in an ATC Model 90 reaction vessel (capacity 200 mL) and the resin washed successively with NMP, 10% DIPEA in NMP, and NMP. Then, 11 (1.41 g, 3 mmol, 1.5 equiv), HBTU (1.14 g, 3 mmol), and HOBt (0.41 g, 3 mmol) were dissolved in NMP (20 mL) in a flask, and DIPEA (0.78 mL, 4.5 mmol) was added to the soln immediately. The mixture was introduced into the reaction vessel containing the resin within 2 min after addition of DIPEA, and the entire mixture was agitated for lh at rt. The soln was drained from the reaction vessel and the resin washed well with NMP. The completion of the coupling reaction was confirmed by a ninhydrin test. 

Fig. 9. 600 MHz EXSY spectrum showing the exchange of magnetization between ammonium protons and two distinct water components in a peptidyl-water cluster bound to -aminomethyl polystyrene resin swollen in DMF-d1. Reproduced with permission from Ref. 88. Copyright 2001 American Chemical Society.

AM-resin BAL BEMP resin Aminomethylated polystyrene Backbone amide linker Resin 2-ferf-Butylimino-2-diethylamino-l,3-dimethyl-perhydro-1,3,2-diazaphosphorine immobilized on polystyrene resin... 

A library of di- and trisubstituted 5-amino-l 77-1-benzazepine derivatives was assembled through attachment of a preformed 1-benzazepine unit to an aminomethylated polystyrene resin. The initial solution phase synthesis of the 1-benzazepine moiety was based on an intramolecular Dieckmann cyclization (type d) followed by a ketone to primary amino group transformation via reduction ( NaBH3CN) of an imine intermediate <2007JC0487>. 

Procedure. A 2-liter three-necked flask fitted with an overhead stirrer and thermometer was charged with DMF (1 liter) and aminomethyl polystyrene resin (Polymer Labs). Freshly prepared solutions of TFP in DMF and HOBt in DMF were sequentially added followed by DIC. The reaction mixture was stirred at room temperature for 16 h and then filtered and washed well with DMF, THF, and DCM to give the TFP resin containing ca. 10% of the undesired TFP-tetrafluorobenzoic acid ester. 

Peptoid dendrimers were synthesised using an Fmoc solid-phase strategy using a Rink amide linker and an aminomethyl-polystyrene resin and microwave-mediated DIC/HOBt chemistry (Fig. 25). The use of microwave heating allowed each... 

Immobilization of 6 on a commercially available aminomethylated polystyrene resin [27] was readily tracked by means of solid-phase infrared spectroscopy (IR 1660 cm-1) and yielded material with a resin loading of 0.75 mmol g 1... 

Aminomethylated polystyrene resin was obtained from Rapp Polymere GmbH, Germany. 

The free amide peptide was synthesized on 4-methylbenzhydrylamine-substituted polystyrene resin, and the resin-bound peptide for antibody production was prepar on aminomethyl polystyrene. Cleavage/deprotection was done with hydrogen fluoride/anisole at 0 C. The free amide was not active in either bioassay. However, polyclonal antibody prepared against the resin-bound (22 24) sequence was immunologically reactive to EDNH reverse phase column fractions. We are now attempting to determine if the sequence represents an inactive fragment of authentic EDNH. 

Dimethoxyphenyl-Fmoc-aminomethyl)-phenoxymethyl-polystyrene resin (A-Fmoc Rink amide resin [24]) can be purchased from a variety of sources. Work reported herein used resin purchased from Bachem Bioscience Inc. (King of Prussia, PA) (see Note 3). 

A Ru complex with a BINAP derivative covalently bonded to an aminomethylated polystyrene resin is also usable, though both the rate and enantioselectivity are decreased [57]. 2,3-Dimethylenesuccinic acid is hydrogenated by an (R)-BINAP-Ru complex at 3 atm of H2 to give a 98.8 1.2 mixture of (2S,3S)-dimethylsuccinic acid with 96% e.e. and the meso isomer [58]. 

A.R. Mitchell, S.B.H. Kent, B.W. Erickson and R.B. Merrifield, Preparation of aminomethyl-polystyrene resin by direct amidomethylation. Tetrahedron Lett., 42 (1976) 3795. 

Alone or complexed to MeN02 or Ph2CO as Friedel-Crafts alkylation catalyst to functionalize polystyrene resin with iV-chloromethylphthalimide to produce aminomethylated polymer (for solid phase peptide synthesis), FeCls performs well."... 

Polystyrene containing 50% divinylbenzene provides a nonswelling, rigid support that possesses the attractive features of rapid reaction kinetics, efficient washing with organic solvents, and mechanical stability during oligonucleotide synthesis. This support has been derivatized to provide a primary amino functionality (Fig. 2) by the same procedure described for aminomethylated polystyrene resin (see Section II.A). 

Hydroxyethylene resin HMPA resin Chloromethyl resin Hydroxymethyl resin Tritylchloride resin Rink amide resin Wang resin REM resin Aminomethyl resin Chloromethyl resin Wang resin Rink amide resin PAL amide resin MBHA resin Chloromethyl resin Chlorotrityl resin Wang resin PAM resin Polystyrene resin Chloromethyl resin Chlorotrityl resin Wang resin Rink amide resin Sasrin resin Polystyrene resin Chloromethyl resin Benzoic acid resin Wang resin Trityl resin 2-Chlorotrityl resin PAL resin Rink amide resin MBHA resin REM resin Hydroxymethyl resin Polystyrene Aminomethyl resin Chloromethyl resin 2-Chlorotrityl resin Hydroxyethyl resin Rink amide resin Wang resin MBHA resin Sieber resin... 

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