Cyclopropyl Building Blocks for Organic Synthesis. Part 125. New Oligocyclic β-Lactams and β-Amino Acid Derivatives by Intramolecular Cycloaddition of Bicyclopropylidenyl-Substituted Nitrones.

ChemInform ◽  
2006 ◽  
Vol 37 (36) ◽  
Author(s):  
Marco Marradi ◽  
Alberto Brandi ◽  
Armin de Meijere
Keyword(s):  
Amino Acid ◽  
Organic Synthesis ◽  
Building Blocks ◽  
Amino Acid Derivatives ◽  
Intramolecular Cycloaddition

ChemInform Abstract: Cyclopropyl Building blocks in Organic Synthesis. Part 56. A New and Efficient Access to Oxazoline-5-carboxylates and Amino Acid Derivatives with Cyclopropyl Groups.

ChemInform ◽  
2000 ◽  
Vol 31 (43) ◽  
pp. no-no
Author(s):  
Marcus W. Noetzel ◽  
Markus Tamm ◽  
Thomas Labahn ◽  
Mathias Noltemeyer ◽  
Mazen Es-Sayed ◽  
...  
Keyword(s):  
Amino Acid ◽  
Organic Synthesis ◽  
Building Blocks ◽  
Amino Acid Derivatives ◽  
Efficient Access

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.

ChemInform Abstract: Intramolecular Cycloaddition/Rearrangement of Alkylidenecyclopropane Nitrones from Palladium(0)-Catalyzed Alkylation of Amino Acid Derivatives.

ChemInform ◽  
2010 ◽  
Vol 31 (6) ◽  
pp. no-no
Author(s):  
Marco Ferrara ◽  
Franca M. Cordero ◽  
Andrea Goti ◽  
Alberto Brandi ◽  
Karine Estieu ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Intramolecular Cycloaddition

Amino Acid Derivatives in Organic Synthesis, Part 4 [1]: Facile Synthesis of Heterocycles Containing a Glycine Residue

2000 ◽  
Vol 55 (1) ◽  
pp. 104-108 ◽  
Author(s):  
Laila M. Chabaka ◽  
Yehia A. Allam ◽  
Galal A. M. Nawwar
Keyword(s):  
Amino Acid ◽  
Organic Synthesis ◽  
Acid Group ◽  
The Other ◽  
Amino Acid Derivatives ◽  
Carboxylic Acid Group ◽  
Facile Synthesis ◽  
Peptide Linkage ◽  
Active Methylene Compounds ◽  
Active Methylene

Pyridines, thiazolopyridines and pyrazolopyrans containing glycinate residue were prepared by reacting N-cyanoacryloglycinate ylidenes with active methylene compounds via a Michael addition - intracyclization synthetic pathway.Simple routes for the synthesis of heterocycles with an amino acid residue were previously reported [1-3] as the incorportation of these residues improves the pharmacokinetics and toxicity of active compounds [4,5]. However, trials to deesterify these residues for coupling purposes were unsuccessful. So, we tried herein new approaches for synthesizing heterocyles carrying one or two glycine moieties with free carboxylic acid group to facilitate further peptide linkage [6] on one hand and on the other one could be able to form metal chelates, a property having a significant output on the toxicological behaviour [7]

Preparation of enantiopure long chain threo-2-amino-3-hydroxyesters via chiral morpholinone-derived azomethine ylids

2006 ◽  
Vol 84 (10) ◽  
pp. 1448-1455 ◽  
Author(s):  
Victoria A Brome ◽  
Laurence M Harwood ◽  
Helen MI Osborn
Keyword(s):  
Amino Acid ◽  
Building Blocks ◽  
Dipolar Cycloaddition ◽  
Amino Acid Derivatives ◽  
Synthetic Approach ◽  
Alkyl Chains ◽  
Long Chain

The synthetic approach to threo-2-amino-3-hydroxyesters possessing long alkyl chains outlined herein centres on the generation of chiral azomethine ylids by reaction of (5R)-5-phenyl-morpholin-2-one, (R)-(1), with long chain aldehydes. In the presence of a second equivalent of aldehyde, the azomethine ylid can be trapped to afford a cycloadduct with three new stereodefined centres. Degradation of the cycloadduct allows entry to β-substituted-α-amino acid derivatives, which have potential as building blocks for sphingosine synthesis.Key words: sphingosine, morpholinone, chiral azomethine ylid, dipolar cycloaddition.

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