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855019 p-Nitrophenyl carbonate Wang resin

Novabiochem®

p-Nitrophenyl carbonate Wang resin MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.
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855019
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      		 Glass bottle 1 g
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      Description
      Catalogue Number855019
      Replaces01-64-0123
      Brand Family Novabiochem®
      Background InformationResin-bound p-nitrophenyl carbonate esters react readily with amines to provide the corresponding resin-bound carbamate. Leznoff [1] was the first to demonstrate the utility of such resins in solid phase synthesis with the preparation of mono-acylated diamines from symmetrical diamines.

      Similarly, Dressman, et al. [2] have used carbamate linked resin-bound amino acid amides to make hydantoins via a base-mediated cyclization/cleavage strategy.

      Amines linked to p-nitrophenyl carbonate Wang resin possess similar chemical properties to methoxybenzyloxycarbonyl protected amines. The resin-bound carbamate is, therefore, cleaved with TFA or hydrogenolysis to afford the free amine [3]. Alternatively, cleavage by reduction with lithium aluminium hydride can be used to generate N-methylamines [4], and Raju & Kogan [5] have utilized this resin to prepare sulfonamides by acylation of immobilized arylamines and cleavage with LiOH or NaOMe. An analogous p-nitrophenyl carbonate resin prepared from NovaSyn® TGA resin was employed as a support for the solid phase immobilization of amidines [6]. This resin was also used to synthesize polyamines [7, 8], and to immobilize indoles [9] and guanidinylating reagents [10].

      Loading of this resin can be quantified by measuring the release of p-nitrophenolate [11].

      The product number for this product was previously 01-64-0123.

      To obtain a certificate of analysis (CoA) of a lot that begins with the letter "A", please select the option in the right hand menu "Request a COA for Lot#s starting with A".
      References
      Product Information
      HS Code3903 90 90
      Structure formula ImageStructure formula Image
      Quality LevelMQ200
      Applications
      Biological Information
      Physicochemical Information
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Storage class10 - 13 Other liquids and solids
      WGKWGK 1 slightly hazardous to water
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      StorageStore at -15°C to -25°C.
      Packaging Information
      Transport Information
      Supplemental Information
      Specifications
      Color (visual)white to yellow to beige
      Appearance of substance (visual)beads
      Loading / photometric determination of p-nitrophenol released upon treatment with piperidine / DMF0.60 - 1.20 mmol/g
      Swelling Volume (in DMF)lot specific result
      The polymer matrix is copoly (styrene - 1% DVB ), 100 - 200 mesh.
      Global Trade Item Number
      Catalogue Number GTIN
      8550190001 04027269109974

      Documentation

      p-Nitrophenyl carbonate Wang resin SDS

      Title

      Safety Data Sheet (SDS) 

      Citations

      Title
      • [1] D. M. Dixit, et al. (1978) Israel J. Chem., 17, 248.
      • [2] B. A. Dressman, et al. (1996) Tetrahedron Lett., 37, 937.
      • [3] J. R. Hauske, et al. (1995) Tetrahedron Lett., 36, 1589.
      • [4] C. Y. Ho & M. J. Kukla (1997) Tetrahedron Lett., 38, 2799.
      • [5] B. Raju & T. P. Kogan (1997) Tetrahedron Lett., 38, 3373.
      • [5] A. K. Ghosh, et al. (2001) J. Org. Chem., 66, 2161.
      • [6] R. Mohan, et al. (1998) Bioorg. Med. Chem. Lett., 8, 1877.
      • [7] S. Tomasi, et al. (1998) Bioorg. Med. Chem. Lett., 8, 635.
      • [8] N. D. Hone & L. J. Payne (2000) Tetrahedron Lett., 41, 6149.
      • [9] A. L. Smith, et al. (2000) Bioorg. Med. Chem. Lett., 10, 2693.
      • [10] A. K. Ghosh, et al. (2001) J. Org. Chem., 66, 2161.
      • [11] A. Paio, et al. (2003) Tetrahedron Lett., 44, 1867.