Molecular Recognition in Cyclodextrin Complexes of Amino Acid Derivatives. 2.1A New Perturbation:  The Room-Temperature Crystallographic Structure Determination for theN-Acetyl-p-methoxy-l-phenylalanine Methyl Ester/β-Cyclodextrin Complex

2001 ◽  
Vol 123 (40) ◽  
pp. 9889-9895 ◽  
Author(s):  
Joanna L. Clark ◽  
Billy R. Booth ◽  
John J. Stezowski
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Structure Determination ◽  
Room Temperature ◽  
Amino Acid Derivatives ◽  
Crystallographic Structure ◽  
Cyclodextrin Complexes ◽  
Cyclodextrin Complex ◽  
New Perturbation ◽  
Phenylalanine Methyl Ester

UV-Light-Induced Dehydrogenative N-Acylation of Amines with 2-Nitrobenzaldehydes to Give 2-Aminobenzamides

Synthesis ◽  
2022 ◽  
Author(s):  
Dishu Zeng ◽  
Tianbao Yang ◽  
Niu Tang ◽  
Wei Deng ◽  
Jiannan Xiang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Organic Synthesis ◽  
Efficient Method ◽  
Building Block ◽  
Room Temperature ◽  
Uv Light ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Plausible Mechanism ◽  
High Yields

A simple, mild, green and efficient method for the synthesis of 2-aminobenzamides was highly desired in organic synthesis. Herein, we developed an efficient, one-pot strategy for the synthesis of 2-aminobenzamides with high yields irradiated by UV light. 32 examples proceeded successfully by this photo-induced protocol. The yield reached up to 92%. The gram scale was also achieved easily. This building block could be applied in the preparation of quinazolinones derivatives. Amino acid derivatives could be employed smoothly at room temperature. Finally, a plausible mechanism was proposed.

Complexation of Fluorinated Amino Acid Derivatives by β- and γ-Cyclodextrin in Aqueous Solution. A 19F Nuclear Magnetic Resonance Study

1995 ◽  
Vol 48 (3) ◽  
pp. 505 ◽  
Author(s):  
SE Brown ◽  
CJ Easton ◽  
SF Lincoln
Keyword(s):  
Aqueous Solution ◽  
Amino Acid ◽  
Nuclear Magnetic Resonance Study ◽  
Amino Acid Derivatives ◽  
Magnetic Resonance Study ◽  
Cyclodextrin Complexes ◽  
Factors Affecting ◽  
Chemical Shift Data ◽  
Shift Data ◽  
Insight Into

A 19F n.m.r. study shows that the β-cyclodextrin complexes of deprotonated α-(p- fluorophenyl ) glycine, N-acetyl-α-(p- fluorophenyl ) glycine , deprotonated N-acetyl-α-(p- fluorophenyl ) glycine , and N-(p- fluorobenzoyl ) valine are characterized by stability constants KR/dm3 mol-1 and Ks/dm3 mol-1 =13�2 and 21�3, 34�1 and 35�2, 12�1 and 12� 1, and 84�2 and 93�2, respectively, where the first and second of each pair of values refers to the complex formed by the R and S enantiomers of the fluorinated amino acid derivatives, respectively, in 10% aqueous D2O solution at 295.5 K and I = 0.10 mol dm-3. A comparison of these data and the associated 19F chemical shift data with those for the analogous α- and γ- cyclodextrin complexes provides an insight into the factors affecting the stabilities and structures of these complexes.

Reaction of N-Benzoyl-2-bromoglycine Methyl Ester With Deprotonated Nitroalkanes: Synthesis of β-Nitro and α,β-Dehydro Amino Acid Derivatives

1988 ◽  
Vol 41 (7) ◽  
pp. 1063 ◽  
Author(s):  
VA Burgess ◽  
CJ Easton
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Amino Acid Derivatives ◽  
Tributyltin Hydride ◽  
Acid Hydrochloride ◽  
Elimination Reactions ◽  
Diaminopropionic Acid

N-Benzoyl-2-bromoglycine methyl ester (1) reacted with the alkyl nitronates (2a-e) to give the corresponding β-nitro amino acid derivatives (4a-e). Elimination reactions of (4a-d) afforded the α,β-dehydro amino acid derivatives (5a-d). Treatment of the β- nitrovaline derivative (4b) with tributyltin hydride gave the valine derivative (8). Reduction of the β- nitroalanine derivative (4a) gave the β- aminoalanine derivative (9), characterized by hydrolysis to 2,3- diaminopropionic acid hydrochloride.

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.

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