Synthesis of Tetrazole and 1,2,4-Oxadiazole Derivatives of Maleopimaric Acid Methyl Ester

2021 ◽  
Vol 57 (3) ◽  
pp. 391-395
Author(s):  
E. V. Tret’yakova
1978 ◽  
Vol 33 (7-8) ◽  
pp. 465-471
Author(s):  
Franz Daliacker ◽  
Volker Mues ◽  
In-O Kim

Abstract We describe the possibilities of formation and preparation of the “natural” 1,3-benzodioxolecarboxylic acids 1, 2, 4, 6 b, and 7, already mentioned in literature. Myristic acid (3e) was prepared in good yield from 3-methoxy-4,5-dihydroxy-benzoic acid ester (3c) , which could be easily made from 3-methoxy-2,3-carbonyldioxy-benzoic acid methylester (3b). Myristicic acid methylester (3d) could be subjected to methylation and hydrolysis leading to 3e without any difficulties. 4.6-dimethoxy-1,3-benzodioxole-5-carboxylic acid (5b) was prepared in good yields by oxidation of 4,6-dimethoxy-1,3-benzodioxole-5-aldehyde (5a). 5.7-dimethoxy-1,3-benzodioxole-carboxylic acid (13f), one of the “unnatural” 1,3-benzodioxolecarboxylic acids, derivatives of o-ipiperonylic acid (8), was prepared from 5-amino-7-methoxy-1,3- benzodioxole-4carboxylic acid methyl ester (13b) by diazotisation, elimination of nitrogen, methylation, and hydrolysis. A comparison of our measured pkA-values showed the strongest acidity belonging to 5,6-dimethoxy-1,3-benzodioxole-4-carbocylic acid (11).


2018 ◽  
Vol 54 (12) ◽  
pp. 1868-1870
Author(s):  
A. D. Zorina ◽  
V. L. Polozova ◽  
S. A. Marchenko ◽  
S. I. Selivanov ◽  
R. E. Trifonov

2010 ◽  
Vol 2010 ◽  
pp. 1-8 ◽  
Author(s):  
Galina Pazynina ◽  
Vitaly Nasonov ◽  
Ivan Belyanchikov ◽  
Reinchard Brossmer ◽  
Maxim Maisel ◽  
...  

Earlier we reported a convenient and efficient method of preparing α2-6 sialooligosaccharides in conditions of Koenigs-Knorr reaction. The use of Ag2CO3 allowed carrying out α2-6 sialylation of galacto-4,6-diol of mono- and disaccharides with chloride of acetylated N-acetylneuraminic acid methyl ester as glycosyl donor. In this study we applied this approach to other derivatives of neuraminic acid, namely, Neu5Gc, 9-deoxy-9-NAc-Neu5Ac, Neu5Acα2-8Neu5Ac, and Neu5Acα2-8Neu5Acα2-8Neu5Ac as glycosyl donors; eight compounds were synthesized: Neu5Gcα-O(CH2)3NH2 (8), Neu5Gcα2-6Galβ1-4GlcNAcβ-O(CH2)3NH2 (10), 9-deoxy-9-NAc-Neu5Ac-O(CH2)3NH2 (15), 9-deoxy-9-NAc-Neu5Acα2-6Galβ1-4GlcNAcβ-O(CH2)3NH2 (17), Neu5Acα2-8Neu5Acα-O(CH2)3NH2(23) Neu5Acα2-8Neu5Acα-OCH3 (24), Neu5Acα2-8Neu5Acα-OCH2(p-C6H4)NHCOCH2NH2 (25), and Neu5Acα2-8Neu5Acα2-8Neu5Acα-O(CH2)3NH2 (32). These sialosides were used for characterization of siglecs and other carbohydrate-binding proteins.


2010 ◽  
Vol 4 (3) ◽  
pp. 167-170
Author(s):  
Stanislav Skachko ◽  
◽  
Orest Hevus ◽  
Larysa Dolynska ◽  
◽  
...  

The synthesis of functional derivatives of epoxystearic acid methyl ester by oxirane ring opening and transesterification of ester group has been described. Some novel surface-active and peroxide-containing compounds have been obtained. Major features of the process have been investigated and main characteristics have been determined.


2007 ◽  
Vol 4 (2) ◽  
pp. 166-172 ◽  
Author(s):  
Kavita Rathore ◽  
Usha Ameta ◽  
Swati Ojha ◽  
Ranjana Sharma ◽  
G. L. Talesara

Mebendazole is a well known anti-helimintic and belongs to the benzimidazole group of medicines. In order to achieve better medicinal results, i.e. enhanced activity and low toxicity, structural modifications are made in the existing drugs. Some 5-benzoyl-N-[1-(alkoxyphthalimido) benzimidazol-2-yl] carbamic acid methyl ester(3a-c)and 5-benzoyl-N-[1-(2,3-bis oxyphthalimido∕oxysuccinimido propyl benzimidazol-2-yl) carbamic acid methyl ester(7a-b)have been synthesized from two different routes. Structures of the compounds have been established on the basis of elemental analysis and spectral studies. All the synthesized compounds(3a-c)and(7a-b)were assayedin vitrofor antimicrobial activity against mebendazole (itself) and standard [ciprofloxacin (antibacterial) and fluconazole (antifungal)].


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