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855098 (3-Formylindolyl)acetamidomethyl polystyrene

Overview

Replacement Information

Key Spec Table

CAS #
9003-70-7
Description
Catalogue Number855098
Replaces01-64-0361
Brand Family Novabiochem®
Background InformationVersatile indole-based linker for the synthesis of secondary amides, carbamates, ureas [1-4] and aminopurines [5]. In a study comparing the cleavage rates of secondary amides, ureas, carbamates and sulfonamides from indole, dialkoxybenzaldehyde and Rink amide resins, the indole resin was found to be the most acid-labile [6].

Reductive amination with excess of amine and NaBH(OAc)3 in DCE/TMOF [see page], NaBH3CN in THF/TMOF/AcOH, or NaBH4-Ti(OiPr)4 in THF [2], converts the formyl group to the appropriate secondary amine. Cleavage can be effected with 2-5 % TFA in DCM, depending on the nature of the product being released from the resin.

The product number for this product was previously 01-64-0361.

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References
Product Information
CAS number9003-70-7
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 +2°C to +8°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Color (visual)white to orange
Appearance of substance (visual)beads
Loading (determined by elemental analysis of sulfur after coupling with tosylhydrazide)0.60 - 1.20 mmol/g
Swelling Volume (in DMF)lot specific result
The polymer matrix is copoly (styrene-1% DVB), 100 - 200 mesh

Documentation

(3-Formylindolyl)acetamidomethyl polystyrene SDS

Title

Safety Data Sheet (SDS) 

Citations

Title
  • [1] K. G. Estep, et al. (1998) J. Org. Chem., 63, 5300.
  • [2] S. Bhattacharyya, et al. (2003) Tetrahedron Lett., 44, 6099.
  • [3] N. Hone, et al. (2003) Tetrahedron Lett., 44, 8169.
  • [4] L. Sereni, et al. (2004) Tetrahedron, 60, 8561.
  • [5] P. H. Dorff and R. S. Garigipati (2001) Tetrahedron Lett., 42, 2771.
  • [6] B. Yan, et al. (2000) J. Comb. Chem., 2, 66.