158446-52-7Relevant academic research and scientific papers
Synthesis, characterization and antibacterial activities of N-tert-butoxycarbonyl-thiazolidine carboxylic acid
Song, Zhong-Cheng,Ma, Gao-Yuan,Zhu, Hai-Liang
, p. 24824 - 24833 (2015/03/30)
A possible mechanism of dynamic kinetic resolution by the formation of N-tert-butoxycarbonyl-thiazolidine carboxylic acid was proposed and validated by a quantitative density functional theoretical calculation according to Curtin-Hammett principle. Such a
The use of Curtius rearrangement in the synthesis of 4- aminothiazolidines
Braibante, Mara E.F.,Braibante, Hugo S.,Costenaro, Edson R.
, p. 943 - 946 (2007/10/03)
The amine group of the L-cysteine was protected as (4R)-1,3- thiazolidines-4-carboxylic acids 2a-b and was used for the synthesis of functionalized 1,3-diamines by the way of Curtius reaction. An optimization of this methodology was made using the acylation in situ of the amine group of the thiazolidines and the activation of the carboxylic acid, after Curtius rearrangement yielded the ureas 7a,b and 8a and amine derivatives 6a,b. The Curtius reaction occurred without racemization, preserving the chemical and pharmacological importance of these products.
Synthesis of a Series of Hexitol and Aminodeoxyhexitol Mononitrate Derivatives Containing a Sulfur Group and Pharmacological Evaluation on Isolated Rat Aortas
Nallet, Jean Pierre,Mégard, Anne Lise,Arnaud, Christian,Bouchu, Denis,Lantéri, Pierre,Béa, Marie-Luce,Richard, Vincent,Berdeaux, Alain
, p. 933 - 943 (2007/10/03)
As part of our research into new organic nitrates for the treatment of angina pectoris, we have investigated a series of hexitol and aminodeoxyhexitol mononitrate derivatives containing a sulfur group. Since the depletion of tissue stores of sulfhydryl groups appears to play an important role in the development of this phenomenon, the addition of a sulfur group to a nitrate derivative could prevent the development of nitrate tolerance during a long-term treatment. Before studying the duration of action, and the possible influence on tolerance phenomenon, it was important to check the vasorelaxing effects of our compounds compared to those of commercial organic nitrates of similar structures such as isosorbide mononitrate or isosorbide dinitrate. All the compounds were tested on isolated rat aortas; some of these products exhibited an interesting activity.
Absolute configuration and total synthesis of (+)-curacin A, an antiproliferative agent from the cyanobacterium Lyngbya majuscula
White, James D.,Kim, Tae-Seong,Nambu, Mitch
, p. 103 - 111 (2007/10/03)
The absolute configuration of curacin A was determined as (2R,13R,19R,21S)-1 by comparison of degradation products 2 and 3 with the same materials prepared by asymmetric synthesis. The total synthesis of 1 was completed from (1R,2S)-2-methylcyclopropaneca
Novel Enantioselective Syntheses of (+)-Biotin
Deroose, Frederik D.,De Clercq, Pierre J.
, p. 321 - 330 (2007/10/02)
Two conceptually attractive enantioselective syntheses of (+)-biotin from L-cysteine are reported based upon an intramolecular 1,3-dipolar cycloaddition of a carbamoyl azide.The first approach (12 steps) involves the following as key-steps: (i) the macrothiolactonization of acid 10b to Z-olefin 14, (ii) the thermolysis of the ene carbamoyl azide 15 in water with direct formation of a mixture of the benzylated derivatives of (+)-biotin 16a and 17a.The second approach (14 steps) involves the following: (i) elimination of bromide 29 to the endocyclic thioenol ether 30, (ii) thermolysis of the ene carbamoyl azide 30 to the exocyclic thioenol ethers 31a and 31b.Both the synthesis of 29 and the final transformation of 31a and 31b into (+)-biotin are based upon literature precedents.
Heterocyclic Compounds from Sugars, XV: On the Configuration of Chiral C-2 Substituted 1,3-Thiazolidine-4-carboxylic Acids. Chirality Transfer to C-3 of 3,4-Dihydro-1H-pyrrolothiazoles
Gyoergydeak, Z.,Szilagyi, L.,Kajtar, J.,Argay, G.,Kalman, A.
, p. 189 - 208 (2007/10/02)
5-Substituted 3,4-dihydro-pyrrolothiazole-6,7-dicarboxylic acid esters 3 are obtained from 2-substituted-3-acyl-1,3-thiazolidine-4-carboxylic acids, 1 in -cycloaddition reactions via mesoionic oxazolone ("muenchnone") intermediates.The chirali
