Transition Metal-Catalyzed Synthesis of Novel Biologically ...
Transcript of Transition Metal-Catalyzed Synthesis of Novel Biologically ...
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Supporting Information
Transition Metal-Catalyzed Synthesis of Novel
Biologically Relevant Tryptophan Analogues
Bart C. J. van Esseveldt,[a] Floris L. van Delft,[a] Jan M. M. Smits,[b] René de Gelder,[b]
Hans E. Schoemaker,[c] and Floris P. J. T. Rutjes*[a]
[a] NSRIM, Department of Organic Chemistry, University of Nijmegen, Toernooiveld 1, NL-6525 ED
Nijmegen, The Netherlands [b] NSRIM, Department of Inorganic Chemistry, University of Nijmegen, Toernooiveld 1, NL-6525
ED Nijmegen, The Netherlands [c] DSM Research, Life Science Products, PO Box 18, NL-6160 Geleen, The Netherlands
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N CO2Me
NHBoc
Methyl 5-{2-[(tert-butoxycarbonyl)amino]phenyl}-3,4-dihydro-2H-2-pyrrolecarboxylate (18).
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N CO2Me
NH2Boc
1-(tert-Butyl) 2-methyl 5-(2-aminophenyl)-2,3-dihydro-1H-1,2-pyrroledicarboxylate (19).
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HN CO2MeBoc
O
Methyl 2-[(tert-butoxycarbonyl)amino]-5-oxo-5-phenylpentanoate (27).
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N CO2Me
NH Boc
Ac
1-(tert-butyl) 2-methyl 5-[2-(acetylamino)phenyl]-2,3-dihydro-1H-1,2-pyrroledicarboxylate (29).
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NO
ONH2
5-(2-Aminophenyl)-7,7a-dihydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one (30).
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HN CO2Me
NH
Boc
Methyl (2S)-2-[(tert-butoxycarbonyl)amino]-4-(1H-2-indolyl)butanoate (38).
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HN CO2MeBoc
NH
Methyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-(1H-2-indolyl)pentanoate (39).
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N CO2MeBoc
Boc
NH
Methyl (2S)-2-[di(tert-butoxycarbonyl)amino]-3-(1H-2-indolyl)propanoate (42).
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HN CO2MeBoc
NH
Methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-2-indolyl)propanoate (44).
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HN CO2MeTs
NH
Methyl 3-(1H-2-indolyl)-2-{[(4-methylphenyl)sulfonyl]amino}propanoate (47).
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HN CO2MeTs
O
Methyl (2S)-3-benzo[b]furan-2-yl-2-{[(4-methylphenyl)sulfonyl]amino}propanoate (51).