We describe the use of the readily available polystyryl sulfonyl chloride resin in the solution-phase synthesis of esters from carboxylic acids and alcohols or phenols in high yields and purity. All byproducts can be removed by filtration.
2-Polystyrylsulfonyl ethanol supports for the solid-phase syntheses of hydantoins and ureas
β Scribed by Wenqiang Huang; Shaoling Cheng; Weimin Sun
- Book ID
- 104230139
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 56 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Reaction of sodium polystyrylsulfinate 1 with 2-chloroethanol gave the 2-arylsulfonyl ethanol resin 2, which was converted to the polymer-supported amine 5. Amine 5 was coupled with an isocyanate or an isothiocyanate to give the polymer-supported urea derivatives 6. Treatment of the resin 6 with 6N HCl gave hydantoins 7, while reaction of the same resin with 4N NaOH then HCl gave the urea derivatives 8.
π SIMILAR VOLUMES
We describe the application of the polystyrylsulfonyl-3-nitro-1H-1,2,4-triazolide-resin, readily available from the corresponding commercially available polystyryl sulfonyl chloride resin, to the solution-phase synthesis of esters from protected a-amino acids and alcohols in high yields and purity w