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Flow-Mediated Synthesis of Boc, Fmoc, and Ddiv Monoprotected Diamines

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Original languageEnglish
Pages (from-to)422-425
Number of pages4
JournalOrganic letters
Volume17
Issue number3
DOIs
Publication statusPublished - 9 Jan 2015

Abstract

A series of monoprotected aliphatic diamines (21 examples) were synthesized via continuous flow methods. The carbamates and enamines were obtained in 45-91% yields using a 0.5 mm diameter PTFE tubular flow reactor. Using readily accessible protecting group precursors, the procedure serves as an attractive alternative to existing batch-mode synthetic routes by providing direct, multigram access to N-Boc-, N-Fmoc-, and N-Ddiv-protected compounds with productivity indexes of 1.2-3.6 g/h.

    Research areas

  • SOLID-PHASE SYNTHESIS, SYMMETRICAL DIAMINES, PEPTIDE-SYNTHESIS, PROTECTING GROUP, MONOACYLATION, POLYAMINES, CHEMISTRY, EFFICIENT, REACTORS

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