Biotage^® PS-TsNHNH2 (PS-Tosyl Hydrazide resin)

General Conditions for Use

Removal of excess carbonyls from solution generally requires upto a three-fold excess of PS-TsNHNH2. Addition of a catalytic amount of HOAc (5–10%) may be required for ketones and hindered aldehydes. HOAc is also required for sequestering aldehydes in DMF. Complete removal of common aldehydes occurs in 0.5 to 3 h and removal of a ketone takes from 2 to 16 h. Elevated temperatures were required for hindered ketones (e.g. 2,6-dimethylcyclohexanone). Upon completion of the scavenging, the resin is rinsed with a suitable solvent (i.e. those which swell polystyrene), and the product is isolated by concentration.

Application to Grignard Reactions

PS-TsNHNH2 was successfully used to work up the synthesis of alcohols by addition of a Grignard reagent to aldehydes. PS-TsNHNH2 is also potentially useful as a polymer-supported reagent. Supported sulfonyl hydrazones, formed by condensation with carbonyl compounds, can be utilized in further synthetic transformations. The high accessibility of tosyl hydrazide functional groups in PS-TsNHNH2 afford high synthetic fidelity relative to reported systems.

Reductive Amination

This scavenger can be applied to the rapid clean-up of tertiary amines prepared through reductive amination using MP-Triacetoxyborohydride and microwave irradiation.

Key supplier to industry for over 15 years, used in numerous patents and cGMP process campaigns

From grams in research through to multi kilogram quantities in production campaigns.

The abrasion-resistant matrix has better handling characteristics and reduced transfer losses compared to other materials.

Inert, specifically-reactive and deployed to achieve a specific purpose. With lot control, QA / QC documentation, SDS, ISO 9001 / 14001 registration, BSE / TSE statement, shelf-life statement, these resins also support the audit trail.