Unnatural amino amides and peptide amides can be synthesized, using solid-phase chemistry, from glycine attached directly (or through an intervening peptide sequence) to a Rink resin. The glycine is converted to an activated benzophenone imine derivative, followed by C-alkylation and hydrolysis. Thi
Solid-Phase Synthesis of Amino- and Carboxyl-Functionalized Unnatural α-Amino Acid Amides
✍ Scribed by Scott, William L.; Zhou, Ziniu; Martynow, Jacek G.; O’Donnell, Martin J.
- Book ID
- 126230565
- Publisher
- American Chemical Society
- Year
- 2009
- Tongue
- English
- Weight
- 761 KB
- Volume
- 11
- Category
- Article
- ISSN
- 1523-7060
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📜 SIMILAR VOLUMES
Conditions were developed for the efficient alkylation of the resin-bound benzophenone imine of glycine with a variety of unreactive alkyl halides. Alkylations were accomplished at room temperature in NMP using the phosphazene-type base, BEMP.
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 cleavag