HypoGel® 400 FP

Product information

HypoGel® is a hydrophilic Gel® type resin which combines high capacities with good solvent compatibility. Glycol spacers with n = 5 or 10 EO units separate the reactive sites from the polystyrene matrix and modify the hydrophobic properties of the polystyrene backbone. Due to the spacer effect the functional group shows a higher mobility which results in higher kinetic rates and high resolution NMR spectra from immobilized compounds on the bead. The resin is compatible to a wide range of solvents and in contrast to polystyrene even polar solvents like methanol or ethanol can be used. These resins show high loading and a hydrophilicity between polystyrene and TentaGel®.
Due to the lack of amide bonds and of benzylic linkages as well as the very good swelling properties in a broad variety of solvents this resin is well suited for solid phase syntheses of secondary sulfonamides and carboxamides.
In this resin the glycol spacer contains 10 EO units which separate the reactive sites from the polystyrene matrix.


Literature

L 17 HypoGel®

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L 30 4-Formyl-phenoxyethyl Polystyrene Resins (4-Alkoxybenzaldehyde Resin)

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  2. Raju, B.; Kogan, T. P. Use of Halomethyl Resins to Immobilize Amines: An Efficient Method for Synthesis of Sulfonamides and Amides on a Solid Support. Tetrahedron Lett. 1997, 38 (28), 4965-4968. doi: 10.1016/s0040-4039(97)01076-9.
  3. Miller, M. W.; Vice, S. F.; McCombie, S. W. Mild N-Dealkylation of Tertiary, Benzylic Amines with Acid Chlorides: Application to Solid-Phase Chemistry. Tetrahedron Lett. 1998, 39 (21), 3429-3432. doi: 10.1016/s0040-4039(98)00584-x.
  4. Kobayashi, S.; Aoki, Y. P-Benzyloxybenzylamine (BOBA) Resin. A New Polymer-Supported Amine Used in Solid-Phase Organic Synthesis. Tetrahedron Lett. 1998, 39 (40), 7345-7348. doi: 10.1016/s0040-4039(98)01576-7.
  5. Boojamra, C. G.; Burow, K. M.; Ellman, J. A. An Expedient and High-Yielding Method for the Solid-Phase Synthesis of Diverse 1,4-Benzodiazepine-2,5-Diones. J. Org. Chem. 1995, 60 (18), 5742-5743. doi: 10.1021/jo00123a001.

L 31 4-Formyl-3-methoxy-phenoxyethyl Polystyrene Resins (2-Methoxy-4-alkoxybenzaldehyde Resin)

  1. Fivush, A. M.; Willson, T. M. AMEBA: An Acid Sensitive Aldehyde Resin for Solid Phase Synthesis. Tetrahedron Lett. 1997, 38 (41), 7151-7154. doi: 10.1016/s0040-4039(97)01771-1.
  2. Sarantakis, D.; Bicksler, J. J. Solid Phase Synthesis of Sec-Amides and Removal from the Polymeric Support under Mild Conditions. Tetrahedron Lett. 1997, 38 (42), 7325-7328. doi: 10.1016/s0040-4039(97)01779-6.
  3. Dörner , B.; et al. Preparation of Carboxy-Modified Peptide Fragments using Alkyoxybenzaldehyde Resins in Peptides 1998 Proceedings of the Twenty-Fifth European Peptide Symposium, 1998 Budapest, Hungary; (Bajusz, S.; Hudesz, F, Eds.); Akadémiai K: Budapest, Hungary, 1999, 90. ISBN: 9630576228
  4. Mazurov, A. Traceless Synthesis of Benzimidazoles on Solid Support. Bioorg. Med. Chem. Lett. 2000, 10 (1), 67-70. doi: 10.1016/s0960-894x(99)00592-2.
  5. Swayze, E. E. Secondary Amide-Based Linkers for Solid Phase Organic Synthesis. Tetrahedron Lett. 1997, 38 (49), 8465-8468. doi: 10.1016/s0040-4039(97)10281-7.
  6. Bilodeau, M. T.; Cunningham, A. M. Solid-Supported Synthesis of Imidazoles: A Strategy for Direct Resin-Attachment to the Imidazole Core. J. Org. Chem. 1998, 63 (9), 2800-2801. doi: 10.1021/jo980027p.
  7. Farrant, E.; Rahman, S. S. A Solid-Phase Synthetic Route to Substituted 7-Azabenzimidazoles Suitable for Combinatorial Library Synthesis. Tetrahedron Lett. 2000, 41 (28), 5383-5386. doi: 10.1016/s0040-4039(00)00859-5.
  8. Caddick, S.; Hamza, D.; Wadman, S. N. Solid-Phase Intermolecular Radical Reactions 1. Sulfonyl Radical Addition to Isolated Alkenes and Alkynes. Tetrahedron Lett. 1999, 40 (40), 7285-7288. doi: 10.1016/s0040-4039(99)01525-7.