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Synthesis and reactions of esters of N-hydroxyphthalimide and N-protected amino acids

✍ Scribed by G. H. L. Nefkens; G. I. Tesser; R. J. F. Nivard


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
313 KB
Volume
81
Category
Article
ISSN
0165-0513

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✦ Synopsis


Abstract

Esters can be prepared from N‐hydroxyphthalimide and N‐carbobenzoxy‐ or N‐phthaloyl‐amino acids using dicyclohexylcarbodi‐imide as condensing agent. The compounds are suitable for the stepwise synthesis of peptides without racemization. With methanol the N‐hydroxyphthalimide ester of N‐phthaloylglycine can be converted into the methyl ester of N‐phthaloylglycine.


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Pmc-protected amino acid esters as subst
✍ Kazimierz Wiśniewski; Aleksandra S. Kołodziejczyk 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 186 KB

N-alkylamino acids may be synthesised via Mitsunobu reaction of N-(2,2,5,7,8pentamethylchroman-6-sulphonyl-)-amino acid esters with various alcohols and subsequent deprotection.