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855019 p-Nitrophenyl carbonate Wang resin

Novabiochem®

p-Nitrophenyl carbonate Wang resin: Ficha de datos de seguridad (MSDS o SDS), certificado de análisis y de calidad (CoA y CoQ), expedientes, folletos y otros documentos disponibles.
855019
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Descripción

Replacement Information

Products

Número de referenciaEmbalaje Cant./Env.
8550190001 Frasco de vidrio 1 g
8550190005 Frasco de vidrio 5 g
8550190025 Frasco, plástico 25 g
Descripción
Número de catálogo855019
Replaces01-64-0123
Marca de familia Novabiochem®
Información preliminarResin-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".
Referencias bibliográficas
Información del producto
Código HS 3903 90 90
Imagen fórmula estructuralImagen fórmula estructural
Quality LevelMQ200
Aplicaciones
Información biológica
Información fisicoquímica
Dimensiones
Información de materiales
Información toxicológica
Información de seguridad según el GHS
Clase de almacenamiento10 - 13 Otros liquidos y sustancias sólidas
WGKWGK 1 contamina ligeramente el agua
Información de seguridad
Declaraciones de uso del producto
Información de almacenamiento y transporte
AlmacenamientoAlmacenar entre -15°C y -25°C.
Información sobre embalaje
Información de transporte
Información complementaria
Especificaciones
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
Número de referencia GTIN
8550190001 04027269109974
8550190005 04027269109981
8550190025 04027269109998

Documentation

p-Nitrophenyl carbonate Wang resin Ficha datos de seguridad (MSDS)

Título

Ficha técnica de seguridad del material (MSDS) 

Citas

Título
  • [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.