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. 2015:92:373-385.
doi: 10.15227/orgsyn.092.0373.

Direct C7 Functionalization of Tryptophan. Synthesis of Methyl (S)-2-((tert-Butoxycarbonyl)amino)-3-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1 H-indol-3-yl)propanoate

Kazuma Amaike  1 , Richard P Loach  1 , Mohammad Movassaghi  1
Affiliations

Direct C7 Functionalization of Tryptophan. Synthesis of Methyl (S)-2-((tert-Butoxycarbonyl)amino)-3-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1 H-indol-3-yl)propanoate

Kazuma Amaike et al. Organic Synth. 2015.

Abstract

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Figures

Figure 1
Figure 1
Reaction Apparatus (photo provided by checkers)
Figure 2
Figure 2
Reaction Product 3 (photo provided by authors)
Scheme 1
Scheme 1
Representative derivatization of a C7-boronated tryptophan
Scheme 2
Scheme 2
Two step sequence for C7 boronation of N-Boc tryptophan 1
See this image and copyright information in PMC

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