13795-37-4Relevant academic research and scientific papers
A novel kinetically-controlled peptide synthesis - Dramatic increase of chemical yield with retention of chiral integrity
Shieh, Wen-Chung,Carlson, John A.,Shore, Michael E.
, p. 7167 - 7170 (1999)
Peptide synthesis employing the highly selective reaction of isobutyl chloroformate at the carboxyl group of the N-protected amino acid, almost to the exclusion of the amino group of the C-protected amino acid, is described. This one-stage, kinetically-controlled strategy remarkably affords peptides with excellent optical purity in high chemical yields.
Epimerisation-free Peptide Formation from Carboxylic Acid Anhydrides and Azido Derivatives
Bosch, Imma,Urpi, Felix,Vilarrasa, Jaume
, p. 91 - 92 (2007/10/02)
Conversion of C-terminal carboxy groups of N-protected α-amino acids to the corresponding 3,5-dinitrobenzoyl mixed anhydrides, followed by treatment with α-azido esters and trialkylphosphines, affords good yields of peptides, without appreciable formation
N,N'-Bis(2-oxo-3-oxazolidinyl)phosphorodiamidic Azide: A Useful Coupling Agent in Peptide Synthesis
Katti, S. B.,Misra, P. K.,Haq, W.,Mathur, K. B.
, p. 3 - 4 (2007/10/02)
N,N'-Bis(2-oxo-3-oxazolidinyl)phosphorodiamidic azide (BOPA), has been developed as an efficient coupling reagent in peptide synthesis.Coupling reaction proceeds smoothly with no detectable racemization.
Asymmetric Induction during the Aminolysis of 5(4H)-Oxazolones from N-Benzoyl Amino Acids; Almost Specific Formation of One Epimer in the Reaction of the Oxazolone from N-Benzoyl-DL-t-leucine with Methyl L-Prolinate
Miyazawa, Toshifumi,Otomatsu, Toshihiko,Higashi, Katsutoshi,Yamada, Takashi,Kuwata, Shigeru
, p. 4161 - 4163 (2007/10/02)
Asymmetric induction during the aminolysis of 5(4H)-oxazolones from N-benzoyl amino acids was investigated using a series of amino acid esters as amine nucleophiles.The reaction of the oxazolone from N-benzoyl-DL-t-leucine with methyl L-prolinate was found to produce the diastereomeric D-L isomer, almost specifically, under appropriate conditions.
N-TERMINAL SUBSTITUENT AND SIDE-CHAIN INFLUENCES ON THE CHEMICAL SHIFTS OF PROTONS IN MODEL DIPEPTIDE SYSTEMS
Davies, John S.,Hakeem, Essam
, p. 1387 - 1392 (2007/10/02)
(1)H Chemical shift values of ester methyls in model dipeptide esters have been shown to be sensitive to (a) the nature and configuration of the constituent amino acids and (b) the spatial distance between the N-terminal aryl group and the ester protons.C
Studies on the Diastereoisomeric and Conformational Aspects of Benzoyl Dipeptide Esters, as a Means of assessing Racemisation using Nuclear Magnetic Resonance Spectroscopy
Davies, John S.,Thomas, R. John
, p. 1639 - 1646 (2007/10/02)
Distinct methyl ester signals in the 1H n.m.r. spectra of diastereoisomeric forms of benzoyl dipeptide methyl esters provide a means of estimating the isomer composition of diastereoisomeric mixtures.Analysis of the mixture derived from peptide-coupling r
Chiral Environments for Asymmetric Hydrogenation of Model Didehydro-Amino Acid Residues
Davies, John S.,Eaton, Mark C.,Ibrahim, M. Nazar
, p. 1813 - 1814 (2007/10/02)
Nmr and glc analysis of diastereoisomeric mixtures of dipeptides has been used to study the asymmetric hydrogenation of model benzoyldidehydro- and trifluoroacetyldidehydro-dipeptide methyl esters.Chiral enhancement of one isomeric form appears to be inde
