49760-60-3Relevant academic research and scientific papers
Preparation method of water-soluble florfenicol amino acid salt
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Paragraph 0077-0079; 0102-0103; 0108-0109, (2020/07/21)
The invention discloses a preparation method of a water-soluble florfenicol amino acid ester salt. The method comprises the following steps: using florfenicol and N-Cbz-amino acid as the initial raw materials, carrying out acylating chlorination, esterifi
1,5-rhodium shift in rearrangement of N -arenesulfonylazetidin-3-ols into benzosultams
Ishida, Naoki,Shimamoto, Yasuhiro,Yano, Takaaki,Murakami, Masahiro
supporting information, p. 19103 - 19106 (2014/01/17)
Benzosultams are synthesized in an enantiopure form starting from α-amino acids through a rhodium-catalyzed rearrangement reaction of N-arenesulfonylazetidin-3-ols. Mechanistically, this reaction involves C-C bond cleavage by β-carbon elimination and C-H bond cleavage by a 1,5-rhodium shift.
Structural optimization of azadipeptide nitriles strongly increases association rates and allows the development of selective cathepsin inhibitors
Frizler, Maxim,Lohr, Friederike,Furtmann, Norbert,Kl?s, Julia,Gütschow, Michael
supporting information; experimental part, p. 396 - 400 (2011/03/18)
Using the example of cathepsin K, we demonstrate the design of highly potent and selective azadipeptide nitrile inhibitors. A systematic scan with respect to P2 and P3 substituents was carried out. Structural modifications strongly affected the enzyme-inh
A convenient, one-pot procedure for the preparation of acyl and sulfonyl fluorides using Cl3CCN, Ph3P, and TBAF(t -BuOH) 4
Kim, Joong-Gon,Jang, Doo Ok
experimental part, p. 3049 - 3052 (2011/02/25)
Various carboxylic acids were converted into acyl fluorides in excellent yields by treatment with trichloroacetonitrile, triphenylphosphine, and TBAF(t-BuOH)4 at room temperature. The reaction was applicable to the preparation of acid-sensitive amino acid fluorides without deprotection or rearrangement
A concise route to the proposed structure of lydiamycin B, an antimycobacterial depsipeptide
Li, Wenhua,Gan, Jiangang,Ma, Dawei
supporting information; experimental part, p. 5694 - 5697 (2010/03/01)
[Chemical Equation Presented] The total synthesis of four possible isomers with the proposed structure of antimycobacterial depsipeptide lydiamycin B Is achieved. None of them shows identical NMR data with those reported for natural lydiamycin B, indicati
Amino acid amides of 2-benzimidazole as acid-stable prodrugs of potential inhibitors of H+/K+ ATPase
Hirai, K,Koike, H,Ishiba, T,Ueda, S,Makino, I,et al.
, p. 143 - 158 (2007/10/02)
A series of amino acid amides of 2-benzimidazole were prepared and found to possess gastric antisecretory activity on oral administration. (Glycylaminobenzyl)sulfinyl compound 23a, stable in artificial gastric juice (pH 1.2), was given orally to dogs.It was absorbed efficiently and converted into aniline derivative 7a which showed a very high plasma concentration.Compound 23a was hydrolyzed by the action of aminopeptidase present in plasma or the brush border fraction of the small intestine to release the terminal glycine. o-Aniline derivatives showed good activity in in vitro H+/K+-ATPase inhibition as well as in the inhibition of histamine stimulated acid secretion in isolated bullfrog gastric mucosa.Although these o-aniline derivatives showed no or weak gastric antisecretory activity in rat by id administration, they were active when administered ip.Therefore, these amino acid amides were considered to be acid stable prodrugs of proton pump inhibiting o-aniline derivatives.The mechanism of H+/K+-ATPase inhibition of 7a was also examined.
Amino Acids and Peptides; 67. Easy Preparation and Use of Benzyloxycarbonyl Derivatives of Amino Acid Chlorides and α-Hydroxycarboxylic Acid Chlorides
Schmidt, Ulrich,Kroner, Matthias,Beutler, Ulrich
, p. 475 - 477 (2007/10/02)
N-Benzyloxycarbonyl amino acid chlorides and α-benzyloxycarbonyloxy carboxylic acid chlorides are readily available by treating the corresponding carboxylic acids with 1-chloro-N,N,2-trimethyl-1-propen-1-amine.They can be immediately reacted with O-, N- and C-nucleophiles to afford peptides, ketones and esters.
Useful Synthesis of α,β-Dehydrotryptophan Derivatives
Moriya, Tamon,Yoneda, Naoto,Miyoshi, Muneji,Matsumoto, Kazuo
, p. 94 - 98 (2007/10/02)
N-Acyl-α,β-dehydrotryptophan (ΔTrp) esters 4a-h were directly synthesized by the reaction of 3--3H-indole (2) with N-acylglycinates 3a-h in resonable yields.Of these, N-formyl-substituted ΔTrp methyl ester (4a) was easily converted into ΔTrp methyl ester (7) in a high yield by acidolysis with dry methanol-hydrogen chloride.Furthermore, 7 was successfully used for the preparation of a dipeptide, N-alanyl-substituted ΔTrp methyl ester (10).
Novel Peptidoaminobenzophenones, Terminal N-Substituted Peptidoaminobenzophenones, and N-(Acylglycyl)aminobenzophenones as Open-Ring Derivatives of Benzodiazepines
Hirai, Kentaro,Ishiba, Teruyuki,Sugimoto, Hirohiko,Fujishita, Toshio,Tsukinoki, Yuji,Hirose, Katsumi
, p. 20 - 27 (2007/10/02)
Peptidoaminobenzophenones (1), terminal N-substituted peptidoaminobenzophenones (14), and acylglycylaminobenzophenones (16) were prepared as a novel series of ring-opened derivatives of 1,4-benzodiazepine.Z-Gly- and Z-Ala-N-methylaminobenzophenones (4) we
