10084-80-7Relevant academic research and scientific papers
Synthesis of amino-acid derivatives of chrysin
Veselovskaya,Garazd,Ogorodniichuk,Garazd,Khilya
experimental part, p. 704 - 711 (2009/04/10)
Various conjugates of amino acids with chrysin in which the amino acid was bonded through the C- or N-terminus to the flavone were prepared using peptide chemistry methods (symmetric anhydrides and activated esters).
Synthesis of novel chiral polyamide macrocycles containing pyridyl side-arms and their molecular recognition properties
Chen, Xiao,Du, Da-Ming,Hua, Wen-Ting
, p. 999 - 1007 (2007/10/03)
Seven novel C2-symmetrical macrocycles containing pyridyl units have been prepared by the cyclic condensation of homochiral diamide intermediates with 2,6-pyridinedicarbonyl dichloride under high dilution at room temperature. The molecular reco
Amino acid derivatives of 2-R-7-hydroxy-3',4'-ethylenedioxyisoflavones
Garazd,Garazd,Aitmambetov,Khilya
, p. 301 - 304 (2007/10/03)
A number of 7-O-aminoacyl derivatives of isoflavones have been obtained by the interaction of 2-R-7-hydroxy-3′,4′-ethylenedioxyisoflavones with the symmetrical anhydrides of N-protected amino acids.
Solution-phase parallel synthesis of a benzoxazinone library using complementary molecular reactivity and molecular recognition (CMR/R) purification technology
Parlow, John J.,Flynn, Daniel L.
, p. 4013 - 4031 (2007/10/03)
A solution-phase synthesis of a benzoxazinone library is described. The five-step synthesis is accomplished using combinations of complementary molecular reactivity and molecular recognition (CMR/R) purification concepts, including reactant-sequestering r
THE PREPARATION AND REACTIONS OF MIXED ANHYDRIDES OF N-ALKOXYCARBONYLAMINO ACIDS
Chen, Francis M. F.,Benoiton, N. Leo
, p. 619 - 625 (2007/10/02)
Pure mixed anhydrides R1OCO-Xxx-O-COOR2 (Xxx=NHCHRCO) have been obtained by reaction of N-alkoxycarbonylamino acids R1OCO-Xxx-OH with alkyl chloroformate R2OCOCl (R2=methyl, ethyl, isobutyl, menthyl)
A KINETIC STUDY OF PHOSPHINIC CARBOXYLIC MIXED ANHYDRIDES
Ramage, Robert,Atrash, Butrus,Hopton, David,Parrott, Maxwell J.
, p. 1617 - 1622 (2007/10/02)
Using 32.4 MHz (31)P n.m.r. spectroscopy, disproportionation of a series of phosphinic carboxylic mixed anhydrides derived from protected α-amino acids has been studied both as a function of the substituents at phosphorus and structure of the α-amino acid being activated.It was found that the rates of disproportionation were insignificant from a preparative aspect compared with aminolysis at 0 deg C.
A NEW REAGENT FOR THE MEDIATION OF AMIDE BOND FORMATION IN PEPTIDE SYNTHESIS.
Ramage, Robert,Ashton, Christopher P.,Hopton, David,Parrott, Maxwell J.
, p. 4825 - 4828 (2007/10/02)
The potential application of 1-oxo-1-chlorophospholane (5) as a novel reagent for the in situ activation of N α-protected amino acids for use in peptide bond forming reactions has been examined.Wherever possible, 32.4 MHz 31P nuclear magnetic resonance (n.m.r.) spectroscopy was employed to follow both the formation of the intermediate phospholanic-carboxylic mixed anhydride and the subsequent aminolysis reaction.
2-Alkoxy-5(4H)-oxazolones from N-alkoxycarbonylamino acids and their implication in carbodiimide-mediated reactions in peptide synthesis
Benoiton, N. Leo,Chen, Francis M. F.
, p. 384 - 389 (2007/10/02)
Reaction of N-ethyl,N'-(γ-dimethylaminopropyl)-carbodiimide*HCl with one equiv. of N-tert-butoxycarbonyl-L-valine (3a) in dichloromethane at 23 degC gives, besides the symmetrical anhydride (5a), the optically pure 2-tert-butoxy-4-isopropyl-5(4H)-oxazolone (4a) which can be obtained in 50percent yield under selected conditions.The 2-benzyloxycarbonyl-4-isopropyl-5(4H)-oxazolone (4b) is similarly obtainable from N-benzyloxycarbonyl-L-valine (3b).Anhydrous acid converts 4a to the oxazolidinedione.Simple preparations of the N-carboxyanhydrides of valine and isoleucine have been devised from these reactions.Compound 4 reacts with 3 to give 5.Compound 4 reacts with an amino acid ester to give the optically pure peptide even in the presence of salts, but partial racemization occurs for reactions in the presence of a tertiary amine.Evidence for the implication of 2-alkoxy-5(4H)-oxazolones in the couplings of N-alkoxycarbonylamino acids is presented.Compound 4a has been isolated in 6-11percent yield from carbodiimide-mediated reactions of 3a with itself or amino acid methyl esters which have been terminated before completion.
Direct Observation of an Alkoxycarbonylamino Acid O-Acylisourea
Bates, Hilary S.,Jones, John H.,Witty, Michael J.
, p. 773 - 774 (2007/10/02)
The reaction of equivalent amounts of benzyloxycarbonyl-L-valine and NN'-di-isopropylcarbodi-imide in deuteriochloroform at room temperature is very fast and clean giving an O-acylisourea adduct which is stable in solution for many hours and which has been characterised by n.m.r. spectroscopy.
