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Alkyne bridged α- amino acids by palladium mediated coupling of alkynes with N-t-Boc-4-iodo-phenylalanine methyl ester

✍ Scribed by Bernd Kayser; Janina Altman; Wolfgang Beck

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 432 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(96)01195-7

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✦ Synopsis

The Heck reaction of trimethylsilylacetylene with N-t-Boc-4-iodo-L-phenylalanine methyl ester gives N-t-Boc-4-ethynyl-L-phenylalanine methyl ester (2). Coupling of 2 with different alkynes yields alkyne bridged linear amino acid esters 3-5. Also tripodal and tetrapodal amino acid esters 10 and 11 were prepared by this approach. All compounds have been obtained in enantiomerically pure form. The protecting groups were removed by standard methods to yield the free amino acids as hydrochlorides.

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ChemInform Abstract: Alkyne Bridged α-Am

ChemInform Abstract: Alkyne Bridged α-Amino Acids by Palladium Mediated Coupling of Alkynes with N-t-Boc-4-iodophenylalanine Methyl Ester.

✍ B. KAYSER; J. ALTMAN; W. BECK 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 1 views

Alkyne Bridged α-Amino Acids by Palladium Mediated Coupling of Alkynes with N-t-Boc-4-iodophenylalanine Methyl Ester. -The bridged amino acids (I) and (II) are prepared in order to test their optical and biological properties. -(KAYSER, B.;