ChemInform Abstract: Reactions with N-(1-Benzotriazolylcarbonyl)-amino Acids. Part 4. The Use of N-(1-Benzotriazolylcarbonyl)-amino Acid Derivatives in Peptide Synthesis.

ChemInform ◽  
2010 ◽  
Vol 22 (37) ◽  
pp. no-no
Author(s):  
B. ZORC ◽  
G. KARLOVIC ◽  
I. BUTULA
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Peptide Synthesis ◽  
Amino Acid Derivatives

N-Methylamino acids in peptide synthesis. V. The synthesis of N-tert-butyloxycarbonyl, N-methylamino acids by N-methylation

1977 ◽  
Vol 55 (5) ◽  
pp. 906-910 ◽  
Author(s):  
S. T. Cheung ◽  
N. Leo Benoiton
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Methyl Iodide ◽  
Peptide Synthesis ◽  
Room Temperature ◽  
Sodium Hydride ◽  
Amino Acid Derivatives ◽  
Enantiomerically Pure ◽  
Neutral Amino Acids ◽  
Related Data

The preparation of enantiomerically pure N-tert-butyloxycarbonyl,N-methylamino acids by N-methylation of the parent amino acid derivatives using sodium hydride and methyl iodide in tetrahydrofuran at room temperature is described for neutral amino acids including O-benzyl-protected threonine and tyrosine. Methylation of the O-benzylserine derivative under these conditions gives the N-methyldehydroalanine derivative. The β-elimination is completely suppressed, giving the corresponding N-methylserine derivative when the reaction is carried out at 5 °C. Other related data on N-methylation and N-methylamino acid derivatives are presented.

The preparation of dimedone derivatives of amino acids and their use in peptide synthesis

1965 ◽  
Vol 18 (3) ◽  
pp. 417 ◽  
Author(s):  
B Halpern
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Peptide Synthesis ◽  
Catalytic Hydrogenation ◽  
Amino Acid Derivatives ◽  
Alkyl Esters ◽  
Benzyl Esters ◽  
Derivatives Of

The preparation of dimedone derivatives of amino acids has been effected by saponification of the corresponding alkyl esters, and also by catalytic hydrogenation of the respective benzyl esters. The amino acid derivatives have been used to synthesize peptides in excellent yields, employing dicyclohexyl carbodiimide as the condensing agent.

Fmoc amino acid fluorides in peptide synthesis — Extension of the method to extremely hindered amino acids

1996 ◽  
Vol 37 (31) ◽  
pp. 5483-5486 ◽  
Author(s):  
Holger Wenschuh ◽  
Michael Beyermann ◽  
Rüdiger Winter ◽  
Michael Bienert ◽  
Dumitru Ionescu ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Peptide Synthesis ◽  
Amino Acid Fluorides ◽  
Acid Fluorides

Solution phase peptide synthesis with ferrocenyl amino acid derivatives

2001 ◽  
Vol 637-639 ◽  
pp. 349-355 ◽  
Author(s):  
Jan Sehnert ◽  
Alexandra Hess ◽  
Nils Metzler-Nolte
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Solution Phase ◽  
Amino Acid Derivatives

scholarly journals Enantioselective synthesis of α-alkenyl α-amino acids via N–H insertion reactions

2016 ◽  
Vol 7 (2) ◽  
pp. 1104-1108 ◽  
Author(s):  
Jun-Xia Guo ◽  
Ting Zhou ◽  
Bin Xu ◽  
Shou-Fei Zhu ◽  
Qi-Lin Zhou
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Enantioselective Synthesis ◽  
Insertion Reaction ◽  
Amino Acid Derivatives ◽  
Insertion Reactions ◽  
Phosphoric Acids

A new highly enantioselective route to α-alkenyl α-amino acid derivatives using a N–H insertion reaction of vinyldiazoacetates and tert-butyl carbamate cooperatively catalyzed by achiral dirhodium(ii) carboxylates and chiral spiro phosphoric acids was developed.

Synthesis of New β-Amino Acids via 5-Oxazolidinones and the Arndt - Eistert Procedure

2005 ◽  
Vol 58 (11) ◽  
pp. 778 ◽  
Author(s):  
Andrew B. Hughes ◽  
Brad E. Sleebs
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Reductive Cleavage ◽  
High Yield ◽  
Amino Acid Derivatives ◽  
Peptide Therapeutics

N-Methyl β-amino acids are potentially useful amino acid derivatives for incorporation in lead peptide therapeutics. The syntheses of five such compounds are presented. Their synthesis via 6-oxazinanones was low yielding. Alternatively, reductive cleavage of a 5-oxazolidinone gave the N-methyl α-amino acid, which was then homologated via an Arndt–Eistert procedure in high yield to give the N-methyl β-amino acid.

Chiral sensors for determining the absolute configurations of α-amino acid derivatives

2018 ◽  
Vol 16 (37) ◽  
pp. 8311-8317 ◽  
Author(s):  
Zhongxiang Chen ◽  
Hongjun Fan ◽  
Shiwei Yang ◽  
Guangling Bian ◽  
Ling Song
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Amino Acid Derivatives ◽  
H Nmr ◽  
The Absolute

Two simple 1H NMR tests give the absolute configurations of α-amino acids.

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