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855019 p-Nitrophenyl carbonate Wang resin

概要

Replacement Information

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8.55019.0001
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      ガラスビン 1 g
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      8.55019.0005
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          ガラスビン 5 g
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          8.55019.0025
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              プラスチックボトル 25 g
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              説明
              カタログ番号855019
              Replaces01-64-0123
              ブランドファミリー Novabiochem®
              背景情報Resin-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".
              参考資料
              製品情報
              HSコード3903 90 90
              構造式のイメージ構造式のイメージ
              Quality LevelMQ200
              アプリケーション
              生体情報
              物理化学情報
              寸法
              材料情報
              有害性情報
              GHSに関する安全性情報
              保管分類10 - 13 他の液体および固体
              WGKWGK 1 やや水を危険にする
              安全性情報
              製品使用について
              保管および輸送に関する情報
              保管Store at -15°C to -25°C.
              パッケージ情報
              輸配送情報
              補足情報
              規格
              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
              カタログ番号 GTIN
              8.55019.0001 04027269109974
              8.55019.0005 04027269109981
              8.55019.0025 04027269109998

              Documentation

              p-Nitrophenyl carbonate Wang resin (M)SDS

              タイトル

              英語版製品安全データシート((M)SDS) 

              引用

              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.