Novel Synthesis of α-Amino Acid Derivatives through Triethylborane-Induced Solid-Phase Radical Reactions

1999 ◽  
Vol 64 (7) ◽  
pp. 2174-2175 ◽  
Author(s):  
Hideto Miyabe ◽  
Yumi Fujishima ◽  
Takeaki Naito
Keyword(s):  
Amino Acid ◽  
Solid Phase ◽  
Radical Reactions ◽  
Amino Acid Derivatives ◽  
Novel Synthesis

Coupling of iminodiacetic acid with amino acid derivatives in solution and solid phase

2000 ◽  
Vol 7 (6) ◽  
pp. 331-345 ◽  
Author(s):  
Sh. N. Khattab ◽  
A. El-Faham ◽  
A. M. El-Massry ◽  
E. M. E. Mansour ◽  
M. M. Abd El-Rahman
Keyword(s):  
Amino Acid ◽  
Solid Phase ◽  
Iminodiacetic Acid ◽  
Amino Acid Derivatives

A Novel Synthesis of Amino Acid Derivatives of Phospholene Oxides.

ChemInform ◽  
2004 ◽  
Vol 35 (42) ◽  
Author(s):  
Buchammagari Haritha ◽  
Valluru Krishna Reddy ◽  
Masaki Takahashi ◽  
Mitsuji Yamashita
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Novel Synthesis ◽  
Derivatives Of

scholarly journals Novel Synthesis of α-Trifluoromethylated α-Amino Acid Derivatives from γ-Hydroxy-α-fluoro-α-trifluoromethyl Carboxamides.

ChemInform ◽  
2005 ◽  
Vol 36 (27) ◽  
Author(s):  
Kenichi Ogu ◽  
Shoji Matsumoto ◽  
Motohiro Akazome ◽  
Katsuyuki Ogura
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Novel Synthesis

Reactions of α-Substituted Glycine Derivatives With Stannanes in the Presence of Disulfides

1994 ◽  
Vol 47 (5) ◽  
pp. 859 ◽  
Author(s):  
CJ Easton ◽  
SC Peters
Keyword(s):  
Amino Acid ◽  
Disulfide Bonds ◽  
Radical Reactions ◽  
Amino Acid Derivatives ◽  
Benzyl Radical ◽  
Mixed Disulfide ◽  
Diphenyl Disulfide ◽  
Glycine Derivatives ◽  
Chemical Integrity ◽  
Homolytic Substitution

Reactions of α- bromo -, α- benzoyloxy - and α- methoxy -substituted glycine derivatives with stannanes afforded the corresponding α- centred glycinyl radical, which reacted with di -t-butyl disulfide and diphenyl disulfide by homolytic substitution to give the corresponding α-t- butylthio- and α-phenylthio -substituted glycine derivatives, respectively. The glycinyl radical reacted with dibenzyl disulfide by displacement of benzyl radical to give a mixed disulfide, which was subsequently reduced to the corresponding α- benzylthio-substituted glycine derivative. In related reactions of a cystine derivative the corresponding S-glycinylcysteine derivative was produced, indicating that, while the chemical integrity of disulfide bonds in cystine derivatives is likely to be affected in radical reactions of peptides, the reactions are suitable for exploitation in the synthesis of cross-linked amino acid derivatives.

A Novel Synthesis of α-Amino Acid Derivatives through Catalytic, Enantioselective Ene Reactions of α-Imino Esters

1998 ◽  
Vol 120 (42) ◽  
pp. 11006-11007 ◽  
Author(s):  
William J. Drury ◽  
Dana Ferraris ◽  
Christopher Cox ◽  
Brandon Young ◽  
Thomas Lectka
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Ene Reactions ◽  
Novel Synthesis ◽  
Imino Esters

Comparative acidic cleavage experiments with methyl-substituted benzyl esters of amino acids

1967 ◽  
Vol 20 (10) ◽  
pp. 2243 ◽  
Author(s):  
FHC Stewart
Keyword(s):  
Amino Acids ◽  
Acetic Acid ◽  
Amino Acid ◽  
Solid Phase ◽  
Hydrogen Bromide ◽  
Solid Phase Peptide Synthesis ◽  
Amino Acid Derivatives ◽  
Methyl Substitution ◽  
Benzyl Esters ◽  
Layer Chromatography

The action of trifluoroacetic acid and hydrogen bromide in acetic acid, respectively, on the benzyl, p-methylbenzyl, 2,4,6-trimethylbenzyl, and penta-methylbenzyl esters of some amino acid derivatives has been investigated by thin-layer chromatography. Methyl substitution greatly enhances the lability of the ester groups. The possible bearing of the results on solid-phase peptide synthesis is discussed.

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