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Orthogonal Protecting Groups in the Synthesis of Tryptophanyl-Hexahydropyrroloindoles

✍ Scribed by Pau Ruiz-Sanchis; Svetlana A. Savina; Gerardo A. Acosta; Fernando Albericio; Mercedes Álvarez

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
437 KB
Volume
2012
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

The synthesis of various polycyclic systems containing aC^3a^–N^i^ bond between a hexahydropyrrolo[2,3‐b]indole and an indole tryptophan is described here. A series of experiments were performed to determine the best combination of five orthogonal protecting groups and the best reaction conditions for formation of said bond, which is a common feature among many recently discovered marine natural products.

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Selective Electrochemical Removal of Protecting Groups in Nucleotide Synthesis
✍ Dr. Joachim Engels 📂 Article 📅 1979 🏛 John Wiley and Sons 🌐 English ⚖ 244 KB

I and I1 reacted on the carrier to form V (53% based on 11-gel polymer) and 111 and IV reacted on the carrier to give VI (24 % based on IV-gel polymer). V was again released from the carrier, purified, and combined with VI on the carrier to give the fully protected final product VII (32'x based on V