Synthesis of amino acids and related compounds. 7. Convenient synthesis of 3-substituted pyrrole-2,4-dicarboxylic acid esters

1974 ◽  
Vol 39 (13) ◽  
pp. 1980-1980 ◽  
Author(s):  
Mamoru Suzuki ◽  
Muneji Miyoshi ◽  
Kazuo Matsumoto
Keyword(s):  
Amino Acids ◽  
Dicarboxylic Acid ◽  
Convenient Synthesis ◽  
Related Compounds ◽  
Acid Esters

Synthesis of amino acids and related compounds. 6. New convenient synthesis of .alpha.-C-acylamino acids and .alpha.-amino ketones

1973 ◽  
Vol 38 (20) ◽  
pp. 3571-3575 ◽  
Author(s):  
Mamoru Suzuki ◽  
Tameo Iwasaki ◽  
Muneji Miyoshi ◽  
Kentaro Okumura ◽  
Kazuo Matsumoto
Keyword(s):  
Amino Acids ◽  
Convenient Synthesis ◽  
Related Compounds

Synthesis of Unsaturated Analogues of Glutamic Acid: Amination of Trianions From Unsaturated Dicarboxylic Acids With Chloramine

1996 ◽  
Vol 49 (7) ◽  
pp. 785 ◽  
Author(s):  
RD Allan ◽  
RK Duke ◽  
TW Hambley ◽  
GAR Johnston ◽  
KN Mewett ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Double Bond ◽  
Glutamic Acid ◽  
Dicarboxylic Acid ◽  
Dicarboxylic Acids ◽  
Space Group ◽  
Conformationally Restricted ◽  
Convenient Synthesis

Trianions can be formed from dicarboxylic acids which contain a β,γ -double bond, and amination with chloramine yields β,γ-unsaturated α-amino acids. This methodology provides a convenient synthesis of amino acids that are inaccessible by other routes. (Z)-3-Phenylthiopent-2-enedioic acid and all four stable unsaturated analogues of the conformationally restricted glutamate analogue 1-aminocyclopentane-1,3-dicarboxylic acid have been synthesized to demonstrate the applicability of the method. The structure of one of the amino acid products, (�)-cis-1-aminocyclopent-4-ene-1,3-dicarboxylic acid (7), has been determined; it crystallizes in the space group P21/c, a 9.245(24), b 8.455(2), c 9.311(3) Ǻ, β 95.00(2)°, and the structure was refined to R 0.035 for 980 F.

Synthesis of amino acids and related compounds. 18. Synthesis of .alpha.-[(aminomethylene)amino]acrylic acid esters

1978 ◽  
Vol 43 (26) ◽  
pp. 4933-4935 ◽  
Author(s):  
Mamoru Suzuki ◽  
Kenichi Nunami ◽  
Tamon Moriya ◽  
Kazuo Matsumoto ◽  
Naoto Yoneda
Keyword(s):  
Amino Acids ◽  
Acrylic Acid ◽  
Related Compounds ◽  
Acid Esters

Ferrihemochrome and Ferrohemochrome Formation with Amino Acids, Amino Acid Esters, Pyridine Derivatives, and Related Compounds*

Biochemistry ◽  
1963 ◽  
Vol 2 (5) ◽  
pp. 1033-1041 ◽  
Author(s):  
Joan-Heos Argiroudi Akoyunoglou ◽  
H. S. Olcott ◽  
W. Duane Brown
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Amino Acid Esters ◽  
Pyridine Derivatives ◽  
Related Compounds ◽  
Acid Esters

scholarly journals A Convenient Synthesis and Antibacterial Activity of Novel α-Aminophosphonic Acid Esters from Amino Acids/Esters (Kabachnik-Fields Reaction)

2008 ◽  
Vol 5 (4) ◽  
pp. 679-687 ◽  
Author(s):  
CH. Mohan ◽  
B. Hari Babu ◽  
C. Naga Raju ◽  
R. Usha Nagalakshmi
Keyword(s):  
Amino Acids ◽  
Antibacterial Activity ◽  
Aromatic Aldehydes ◽  
Aminophosphonic Acid ◽  
One Pot ◽  
Mass Spectral ◽  
Convenient Synthesis ◽  
Three Component Reaction ◽  
High Yields ◽  
Acid Esters

Synthesis of novel α-aminophosphonic acid esters (5a-n) were achieved with high yields through one-pot three component reaction process by Kabachnik-Fields reaction. It involves the reaction among amino acids/esters, substituted aromatic aldehydes and dialkyl phosphites in absolute ethanol at reflux temperature. Their structures were established by elemental analysis IR,¹H,¹³C,³¹P NMR and mass spectral data. All the title compounds were screened for their antibacterial activity. Most of the compounds exhibited moderate antimicrobial activity.

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