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Linkers for the Attachment of Alcohols or Phenols

Attachment of alcohols to the THP-hased linker 41 and release from the linker 3,4-Dihydro-2H-pyran-2-ylmethoxymethyl polystyrene 41 is commercially available (Novabiochem). Alcohols (5 equiv. 0.4 m in DCE) were loaded onto 41 in the presence of 2 equiv. of PPTS at 80 °C for 16 h. Alternatively, the coupling could also be carried out with p-TsOH at 0 °C for 16 h. [Pg.50]

Cleavage from 42 Support 42 (1 g, 0.74 mmol) and PPTS (370 mg, 1.48 mmol) in a mixture of DCE/butanol (1 1 20 mL) in a closed flask were heated at 60 °C for 16 h. After filtration, the solution was concentrated to dryness. The product could be separated from PPTS or p-TsOH by extraction or chromatography. Alternatively, the cleavage could be performed with TFA/water (95 5). [Pg.51]

Several examples have appeared in the literature in which this linker has been employed in combinatorial chemistry strategies. Thus, it has been used in a Pd-mediated three-component coupling strategy for the solid-phase synthesis of tropane derivatives [46], in the solid-phase synthesis of aspartic acid protease inhibitors [47], in the attachment of cholic acid as a template for a combinatorial approach [48] and, more recently, in the solid-phase synthesis of pyrrolidines via 2-aza allyl anion cycloadditions with alkenes [49]. [Pg.51]


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Linkers for phenols

Phenol alcohols

Phenolic alcohols

The Alcohols

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