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855019 p-Nitrophenyl carbonate Wang resin

Novabiochem®

p-Nitrophenyl carbonate Wang resin : FDS (Fiches de données de sécurité), certificats d’analyse (CoA) et de qualité (CoQ), dossiers, brochures et autres documents disponibles.
855019
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Products

RéférenceConditionnement Qté
8550190001 Flacon en verre 1 g
8550190005 Flacon en verre 5 g
8550190025 Flacon plastique 25 g
Description
Référence855019
Replaces01-64-0123
Famille de marques Novabiochem®
Informations généralesResin-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".
Références bibliographiques
Informations produit
Code SH3903 90 90
Image de la formule structuraleImage de la formule structurale
Quality LevelMQ200
Applications
Informations biologiques
Informations physico-chimiques
Dimensions
Informations sur les matériaux
Informations toxicologiques
Informations de sécurité selon le SGH
Classe de stockage10 - 13 Autres liquides ou matières solides
WGKWGK 1 pollue faiblement l'eau
Informations sur la sécurité
Notifications sur l'utilisation du produit
Informations relatives au stockage et à l'expédition
StockageConserver de -15°C à -25°C.
Informations sur l'emballage
Informations sur le transport
Information complémentaire
Caractéristiques
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
Référence GTIN
8550190001 04027269109974
8550190005 04027269109981
8550190025 04027269109998

Documentation

p-Nitrophenyl carbonate Wang resin FDS

Titre

Fiche de données de sécurité des matériaux (FDS) 

Citations

Titre
  • [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.