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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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Overview

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      8.55019.0005
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          8.55019.0025
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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
              8.55019.0001 04027269109974
              8.55019.0005 04027269109981
              8.55019.0025 04027269109998

              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.