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855079 DHP HM resin (100-200 mesh)

Overview

Replacement Information

Key Spec Table

CAS #
9003-70-7
Description
Catalogue Number855079
Replaces01-64-0192
Brand Family Novabiochem®
Alternate Names
  • 3,4-Dihydro-2H-pyran-2-yl-methoxymethyl polystyrene (100-200 mesh)
  • Ellman's dihydropyran resin
Background InformationA highly versatile support for the solid phase immobilization of primary, secondary alcohols [1-11], phenols [12], purines [13], and indoles [14]. Derivatization is effected by treating the support in DCM with an excess of alcohol in the presence of a catalytic amount of pyridinium p-toluenesulfonate. A similar DHP-based support has also been used for the immobilization of tetrazoles [15].

Release of the product alcohol from the support has been carried out by treating with 95% TFA/5% water [1] and TFA/DCM/EtOH [2, 12]. However, the use of TFA can lead, in some cases, to trifluoroacetate formation. Methods which eliminate this potential side reaction include PPTS/BuOH/DCE [3], TosOH in DCM [16] and TosOH in DCE/BuOH [17].

The product number for this product was previously 01-64-0192.

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References
Product Information
CAS number9003-70-7
HS Code3907 29 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 +2°C to +8°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Color (visual)slight yellow to beige
Appearance of substance (visual)beads
Loading (determined from the substitution of the Fmoc-Gly-ol loaded resin)0.70 - 1.20 mmol/g
Swelling Volume (in CH₂Cl₂)lot specific result
The polymer matrix is copoly (styrene-1% DVB), 100 - 200 mesh

Documentation

DHP HM resin (100-200 mesh) SDS

Title

Safety Data Sheet (SDS) 

Citations

Title
  • [1] L. A. Thompson & J. A. Ellman (1994) Tetrahedron Lett., 35, 9333.
  • [2] O. B. Wallace (1997) Tetrahedron Lett., 38, 4939.
  • [3] G. Liu & J. A. Ellman (1995) J. Org. Chem., 60, 7712.
  • [4] E. K. Kick & J. A. Ellman (1995) J. Med. Chem., 38, 1427.
  • [5] J. S. Koh & J. A. Ellman (1996) J. Org. Chem., 61, 4494.
  • [6] J. Cossy, et al. (2000) Synlett, 3, 409.
  • [7] M. Ramaseshan, et al. (2000) J. Comb. Chem., 2, 615.
  • [8] M. Ramaseshan, et al. (2000) Tetrahedron Lett., 41, 4743.
  • [9] A. Bianco, et al. (2000) J. Org. Chem., 65, 2179.
  • [10] M. Steger, et al. (2001) Bioorg. Med. Chem. Lett., 11, 2537.
  • [11] A. Dahlgren, et al. (2003) Bioorg. Med.Chem. Lett., 11, 827.
  • [12] W. H. Pearson & R. B. Clark (1997) Tetrahedron Lett., 38, 7669.
  • [13] D. A. Nugiel, et al. (1997) J. Org. Chem., 62, 201.
  • [14] A. L. Smith, et al. (1998) Tetrahedron Lett., 39, 8317.
  • [15] S.-E. Yoo, et al. (1997) Tetrahedron Lett., 38, 1203.
  • [16] J. Beythien (Merck Biociences AG), personal communication.
  • [17] M. R. Tremblay, et al. (1999) Bioorg. Med. Chem. Lett., 9, 2827.