Facile solid phase synthesis of an activated diazo linker
β Scribed by Gurdip Bhalay; Andrew R. Dunstan
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 189 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The synthesis of a resin bound diazo species has been achieved in a highly efficient manner starting from commercially available reagents. This has produced an activated linker, providing a chemoselective method for the attachment of functionalised carboxylic acids to the solid phase via the Wang linker, in a rapid and colourometric reaction.
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A novel linker for the generation of alkyl-, acyl-and arylguanidines as an attachment point in solid phase synthesis has been developed. Introduction of a suitably functionalized thiourea to Wang resin via a carbamate linkage, followed by displacement of sulfur with a 1 Β° or 2 Β° amine affords resin
A method for the synthesis of sulfonamides on a solid support by immobilizing amines through the nitrogen atom using a carbamate linkage is described.
A novel linker possessing selenocyanate and masked carboxylic acid was developed for the solid-phase synthesis of dehydropeptides. This linker was used to demonstrate the synthesis of the model compound of RGD-conjugated dehydropeptide.