The first synthesis of N-aceOd-wamina acids by radical addition on solid support to commercialy available 2-acetamidoacrylic acid ~tng the merctey method is described The reaction proceeds in acceptable chemical efficiency (49-60~) depending on the nature of the mercury halide agent. Cleavage by mil
Rapid solid phase synthesis of α-amino acids
✍ Scribed by Mireille Barbaste; Valérie Rolland-Fulcrand; Marie-Louise Roumestant; Philippe Viallefont; Jean Martinez
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 201 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A solid phase synthetic method for amino acids is developed. The N-acetyl-dehydroalanine is quantitatively bound to Wang resin by the Mitsunobu method. Then a Michael addition is achieved on the double bond with different nucleophiles. Non proteinic N-acetyl-ct-amino acids are obtained after cleavage from the resin by mild acid treatment (Scheme 1).
📜 SIMILAR VOLUMES
The synthesis of polymer-supported N-Fmoc-dehydroalanine starting from S-protected cysteine via an oxidation/elimination strategy is described. Cycloaddition with a range of dienes aorded a range of conformationally constrained amino acids in moderate yields. The potential applications of this metho