For over 15 years Biotage has been guiding and leading the industry in supported reagents and scavengers.
Biotage® PS-TsNHNH2 is a resin-bound equivalent of p-toluenesulfonyl hydrazide and is an excellent scavenger of aldehydes and ketones. Comparison with other polymeric benzyl hydrazide showed PS-TsNHNH2 was a superior scavenger for carbonyls and much more stable to storage (other benzyl hydrazide resins decomposed on storage).
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.
This scavenger can be applied to the rapid clean-up of tertiary amines prepared through reductive amination using MP-Triacetoxyborohydride and microwave irradiation.
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.
SEL-2EV - Two Channel, Extended Collection Bed, UV Detector
Biotage is a Global Impact Tech Company committed to solving society’s problems. We offer workflow solutions and products to customers in Drug Discovery and Development, Analytical Testing and Water and Environmental Testing. Biotage is contributing to sustainable science with the goal to make the world healthier, greener and cleaner – HumanKind Unlimited.
Our customers span a broad range of market segments including Pharmaceutical, Biotech, Contract Research and Contract Manufacturers as well as Clinical, Forensic and Academic laboratories in addition to organizations focused on Food safety, Clean water and Environmental sustainability.
Biotage is headquartered in Uppsala in Sweden and employs approx. 500 people worldwide. The Group had sales of SEK 1,101 million in 2019 and our products are sold in more than 70 countries. Biotage share (BIOT) is listed in the Mid Cap segment on the NASDAQ Stockholm.