Rigid Dipeptide Mimetics. Stereocontrolled Synthesis of All Eight Stereoisomers of 2-Oxo-3-( N -Cbz-amino)-1-azabicyclo[4.3.0]nonane-9-carboxylic Acid Ester

Tetrahedron ◽  
2000 ◽  
Vol 56 (25) ◽  
pp. 4289-4298 ◽  
Author(s):  
Johann Mulzer ◽  
Frank Schülzchen ◽  
Jan-W. Bats
Keyword(s):  
Carboxylic Acid ◽  
Acid Ester ◽  
Carboxylic Acid Ester ◽  
Stereocontrolled Synthesis

scholarly journals Ring Closing Methatesis Mediated Synthesis of D-Galactose Derived β-Amino Acids

2020 ◽  
Author(s):  
Fernando Fernández ◽  
Albeto G. Fernández ◽  
Rosalino Balo ◽  
Ramón J. Cabanas ◽  
Juan C. Estévez
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Carboxylic Acid ◽  
Acid Derivative ◽  
Acid Ester ◽  
Amino Acid Derivative ◽  
Ring Closing Metathesis ◽  
Carboxylic Acid Ester ◽  
Stereocontrolled Synthesis

The first example of a new stereocontrolled synthesis of polyhydroxylated 2-aminocyclopetanecarboxylic acids from hexoses is reported. It consists of the transformation of D-galactose derivative 5 into polysubstituted cyclopentane β-amino acid derivative 12b by means of a sequence that involves a Ring Closing Metathesis of the corresponding polysubstituted 2-methylenehept-6-ene 8b, followed by a stereocontrolled aza-Michael functionalization of the first reported polysubstituted cyclopent-1-ene-1- carboxylic acid ester 10b. Preliminary studies on peptides incorporating these alicyclic - amino acids are also reported. The incorporation of β-amino acid derivative 12b into peptides is also reported.

scholarly journals Ring Closing Methatesis Mediated Synthesis of D-Galactose Derived β-Amino Acids

2020 ◽  
Author(s):  
Fernando Fernández ◽  
Albeto G. Fernández ◽  
Rosalino Balo ◽  
Ramón J. Cabanas ◽  
Juan C. Estévez
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Carboxylic Acid ◽  
Acid Derivative ◽  
Acid Ester ◽  
Amino Acid Derivative ◽  
Ring Closing Metathesis ◽  
Carboxylic Acid Ester ◽  
Stereocontrolled Synthesis

The first example of a new stereocontrolled synthesis of polyhydroxylated 2-aminocyclopetanecarboxylic acids from hexoses is reported. It consists of the transformation of D-galactose derivative 5 into polysubstituted cyclopentane β-amino acid derivative 12b by means of a sequence that involves a Ring Closing Metathesis of the corresponding polysubstituted 2-methylenehept-6-ene 8b, followed by a stereocontrolled aza-Michael functionalization of the first reported polysubstituted cyclopent-1-ene-1- carboxylic acid ester 10b. Preliminary studies on peptides incorporating these alicyclic - amino acids are also reported. The incorporation of β-amino acid derivative 12b into peptides is also reported.

Estimation of Carboxylic Acid Ester Hydrolysis Rate Constants

2003 ◽  
Vol 22 (9-10) ◽  
pp. 917-925 ◽  
Author(s):  
S. H. Hilal ◽  
S. W. Karickhoff ◽  
L. A. Carreira ◽  
B. P. Shrestha
Keyword(s):  
Carboxylic Acid ◽  
Rate Constants ◽  
Acid Ester ◽  
Ester Hydrolysis ◽  
Hydrolysis Rate ◽  
Carboxylic Acid Ester

scholarly journals Hydrolytic activity of μ-alkoxide/acetato-bridged binuclear Cu(II) complexes towards carboxylic acid ester

2013 ◽  
Vol 125 (5) ◽  
pp. 1145-1149 ◽  
Author(s):  
WEIDONG JIANG ◽  
BIN XU ◽  
ZHEN XIANG ◽  
SHENGTIAN HUANG ◽  
FUAN LIU ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Acid Ester ◽  
Hydrolytic Activity ◽  
Carboxylic Acid Ester
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