Nitro enol ether 4-nitro-1-cyclohexyl-3-ethoxy-2-oxo-3-pyrroline. Synthesis and use as a reagent for amino group protection

1974 ◽  
Vol 39 (23) ◽  
pp. 3351-3354 ◽  
Author(s):  
Philip L. Southwick ◽  
Richard F. Dufresne ◽  
John J. Lindsey
Keyword(s):  
Amino Group ◽  
Enol Ether

ChemInform Abstract: THE NITRO ENOL ETHER 4-NITRO-1-CYCLOHEXYL-3-ETHOXY-2-OXO-3-PYRROLINE, SYNTHESIS AND USE AS A REAGENT FOR AMINO GROUP PROTECTION

1975 ◽  
Vol 6 (10) ◽  
pp. no-no
Author(s):  
P. L. SOUTHWICK ◽  
R. F. DUFRESNE ◽  
J. J. LINDSEY
Keyword(s):  
Amino Group ◽  
Enol Ether

Synthesis and properties of some gelatin derivatives with substituents at the amino group

1965 ◽  
Vol 15 (10) ◽  
pp. 479-488
Author(s):  
R. C. Clark ◽  
W. G. Cobbett ◽  
J. A. Gibbs ◽  
R. T. Jones ◽  
A. A. Leach ◽  
...  
Keyword(s):  
Amino Group

Aminocoumarins: A Privileged Precursor for the Synthesis of Fused Heterocycles

2019 ◽  
Vol 23 (9) ◽  
pp. 1045-1075 ◽  
Author(s):  
Saigal ◽  
Sumbulunnisan Shareef ◽  
Habibur Rahman ◽  
Md. Musawwer Khan
Keyword(s):  
Chemical Reactivity ◽  
Structural Systems ◽  
Natural Occurrence ◽  
Amino Group ◽  
Active Compounds ◽  
The Past ◽  
Fused Heterocycles

Aminocoumarins are one of the important core structural systems, present in several biologically and medicinally active compounds. Owing to its natural occurrence, potential pharmacological applications and remarkable versatility as a privileged precursor, several proficient synthetic protocols have been reported in the literature over the past years. The presence of an amino group and enamine carbon enhances its chemical reactivity and thus such functionality is repeatedly used for the construction of various fused and simple heterocycles. This review highlights the preparation of different aminocoumarins and their applications for the construction of a variety of five, six and eight membered fused heterocycles.

Substituent Effects on the Basicity of ortho-, meta- and para-substituted N1,N1-Dimethyl-N2-phenylformamidines in Ethanol and in Water

1992 ◽  
Vol 57 (1) ◽  
pp. 113-118
Author(s):  
Ewa Daniela Raczyńska
Keyword(s):  
Quantitative Analysis ◽  
Aqueous Ethanol ◽  
Substituent Effects ◽  
Amino Group

The relative δpKa values of ortho-, meta-, and para-substituted N1,N1-dimethyl-N2-phenylformamidines obtained in 95.6% aqueous ethanol have been compared with those in water. The comparison shows only some differences in the ortho substituent effects. The meta and para substituent effects in ethanol are not very different from those in water. Quantitative analysis of the experimental δpKa values based on the Taft equation has led to separation of the total electromeric effects into the inductive and mesomeric effects. As compared to the amino group in anilines, the formamidine group is more sensitive to the transmission of the inductive than the mesomeric effects.

Semisynthesis of peptides - New strategy for specific protection and deprotection of the α-amino group of recombinantly-produced peptide fragments

1999 ◽  
Author(s):  
Johann M. Brass ◽  
Julie Frank ◽  
Fred W. Wagner ◽  
Hans Stocker ◽  
Erich Wünsch
Keyword(s):  
Amino Group ◽  
Peptide Fragments ◽  
New Strategy

Induced Smectic Phases II. Influence of the Amino Substituent on the Induction of Smectic Phases

1981 ◽  
Vol 36 (10) ◽  
pp. 1086-1091 ◽  
Author(s):  
F. Schneider ◽  
N. K. Sharma
Keyword(s):  
Liquid Crystal ◽  
Electron Donor ◽  
Amino Group ◽  
Donor Property ◽  
Smectic Phases ◽  
Ct Complexes ◽  
Induced Smectic Phases

The diagrams of state have been studied for some liquid crystal mixtures which show the induction of smectic phases. Each of the systems studied contains one component with an amino group which influences the polarity and the electron donor property of the molecules. The discussion of the diagrams of state, of the thickness of the smectic layers and of the colours of the mixtures, which indicate the formation of CT complexes, shows that existing models can not explain the induction of smectic phases.

scholarly journals The site of attachment of retinal in bacteriorhodopsin. The epsilon-amino group in Lys-41 is not required for proton translocation.

1982 ◽  
Vol 257 (15) ◽  
pp. 8596-8599 ◽  
Author(s):  
K S Huang ◽  
M J Liao ◽  
C M Gupta ◽  
N Royal ◽  
K Biemann ◽  
...  
Keyword(s):  
Proton Translocation ◽  
Amino Group

scholarly journals Catalytic Antioxidant Activity of Bis-Aniline-Derived Diselenides as GPx Mimics

Molecules ◽  
2021 ◽  
Vol 26 (15) ◽  
pp. 4446
Author(s):  
Giancarlo V. Botteselle ◽  
Welman C. Elias ◽  
Luana Bettanin ◽  
Rômulo F. S. Canto ◽  
Drielly N. O. Salin ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Hydrogen Bond ◽  
Electronic Properties ◽  
Partial Charge ◽  
Amino Group ◽  
Diphenyl Diselenide ◽  
Charge Delocalization ◽  
Ipso Substitution ◽  
Efficient Route ◽  
Catalytic Performances

Herein, we describe a simple and efficient route to access aniline-derived diselenides and evaluate their antioxidant/GPx-mimetic properties. The diselenides were obtained in good yields via ipso-substitution/reduction from the readily available 2-nitroaromatic halides (Cl, Br, I). These diselenides present GPx-mimetic properties, showing better antioxidant activity than the standard GPx-mimetic compounds, ebselen and diphenyl diselenide. DFT analysis demonstrated that the electronic properties of the substituents determine the charge delocalization and the partial charge on selenium, which correlate with the catalytic performances. The amino group concurs in the stabilization of the selenolate intermediate through a hydrogen bond with the selenium.

scholarly journals Revisiting the mechanism of β-O-4 bond cleavage during acidolysis of lignin VII: acidolyses of non-phenolic C6-C2-type model compounds using HBr, HCl and H2SO4, and a proposal on the characteristic action of Br− and Cl−

2020 ◽  
Vol 66 (1) ◽  
Author(s):  
Qiaoqiao Ye ◽  
Tomoya Yokoyama
Keyword(s):  
Model Compound ◽  
Bond Cleavage ◽  
Type Model ◽  
Enol Ether ◽  
Lignin Model Compound ◽  
Benzyl Cation ◽  
Acid Type ◽  
Unstable Compound ◽  
Lignin Model ◽  
Acidolysis Reaction

AbstractA non-phenolic C6-C2-type lignin model compound with the β-O-4 bond, 2-(2-methoxyphenoxy)-1-(3,4-dimethoxyphenyl)ethanol (I), was acidolyzed in aqueous 82% 1,4-dioxane containing HBr, HCl, or H2SO4 with a concentration of 0.2 mol/L at 85 ℃ to examine the differences between these acidolyses. Compound I primarily converted to an enol ether compound, 1-(2-methoxyphenoxy)-2-(3,4-dimethoxyphenyl)ethene (II), via the benzyl cation followed by acidolytic β-O-4 bond cleavage regardless of the acid-type, although the disappearance rates of compound I were remarkably different (HBr > HCl >> H2SO4). Acidolyses of compound II using these acids under the same conditions showed a similar tendency, but the rate differences were much smaller than in the acidolyses of compound I. Acidolyses of the α-methyl-etherified derivative of compound I (I-α-OMe) using these acids under the same conditions suggested that the formation rates of the benzyl cation from compound I-α-OMe (also from compound I) are not largely different between the acidolyses using these acids, but those of compound II from the benzyl cation are remarkably different. Acidolysis of the α-bromo-substituting derivative of compound I (I-α-Br) using HBr under the same conditions showed a characteristic action of Br¯ in the acidolysis. Br¯ adds to the benzyl cation generated from compound I or I-α-OMe to afford unstable compound I-α-Br, resulting in acceleration of the formation of compound II and of the whole acidolysis reaction.

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