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Synthesis of bis-armed amino acid derivatives via the alkylation of ethyl isocyanoacetate and the Suzuki-Miyaura cross-coupling reaction

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Title Synthesis of bis-armed amino acid derivatives via the alkylation of ethyl isocyanoacetate and the Suzuki-Miyaura cross-coupling reaction
 
Creator KOTHA, S
SHAH, VR
HALDER, S
VINODKUMAR, R
LAHIRI, K
 
Subject asymmetric-synthesis
(s,s)-2,7-diaminosuberic acid
stereoselective-synthesis
alanine derivatives
olefin metathesis
protecting groups
organic-synthesis
peptides
phenylalanine
complexes
alkylation
amino acids
dl-4-boronophenylalanine
ethyl isocyanoacetate
suzuki-miyaura cross-coupling reaction
 
Description Two synthetic routes to bis-armed-alpha-amino acid derivatives are described. The first route involves alkylation of dibromo derivatives with ethyl isocyanoacetate under phase-transfer catalysis (PTC) conditions. The second route uses a palladium-mediated Suzuki-Miyaura cross-coupling reaction between a DL-4-boronophenylalanine derivative and aromatic diiodo (or dibromo) compounds.
 
Publisher SPRINGER
 
Date 2011-08-29T20:10:04Z
2011-12-26T12:58:44Z
2011-12-27T05:49:12Z
2011-08-29T20:10:04Z
2011-12-26T12:58:44Z
2011-12-27T05:49:12Z
2007
 
Type Article
 
Identifier AMINO ACIDS, 32(3), 387-394
0939-4451
http://dx.doi.org/10.1007/s00726-006-0402-2
http://dspace.library.iitb.ac.in/xmlui/handle/10054/12178
http://hdl.handle.net/10054/12178
 
Language en