Ribosylierung mono- und bicyclischer Dicarbonsäureimide / Ribosylation of Mono- and Bicyclic Dicarboxylic Acid Imides

1988 ◽  
Vol 43 (5-6) ◽  
pp. 397-402
Author(s):  
Kurt-Peter Raezke ◽  
Hermann Frister ◽  
Eckhard Schlimme

The N-trimethylsilyl compounds of the cyclic imides derived from cis-cyclohexan-1,2-dicarboxylic acid, cis-4-cyclohexen-1,2-dicarboxylic acid and phthalic acid were prepared. Reaction of the N-silylated cyclic imides 2 and 10 with 1,2,3,5-tetra-O-acetyl-β-ᴅ-ribofuranose in the presence of tin tetrachloride yielded the appropriate unusual ribonucleosides 4 and 12 whereas 14 led only to traces of the ribosylated derivative. The silylation and ribosylation sites in the aforementioned bicyclic imides were proved by 1H, 13C, and 29Si NMR spectroscopy and compared with data found for the monocyclic imides N-succinimide and N-maleinimide.

1991 ◽  
Vol 56 (9) ◽  
pp. 1908-1915 ◽  
Author(s):  
Jaroslav Holeček ◽  
Antonín Lyčka ◽  
Milan Nádvorník ◽  
Karel Handlíř

Infrared spectroscopy and multinuclear (13C, 17O, and 119Sn NMR spectroscopy have been used to study the structure of bis(1-butyl)tin(IV) carboxylates of dicarboxylic acids (1-C4H9)2. Sn(X(COO)2), where X = (CH2)n (n = 0-8), CH=CH (cis and trans) and C6H4 (ortho and para).The crystalline compounds are formed by linear or cyclic oligomers or polymers whose basic building units represent a grouping composed of the central tin atom substituted by two 1-butyl groups and coordinated with both oxygen atoms of two anisobidentate carboxylic groups derived from different molecules of a dicarboxylic acid. The environment of the tin atom has a shape of a trapezoidal bipyramid. When dissolvet in non-coordinating solvents, the compounds retain the oligomeric character with unchanged structure of environment of the central tin atom. In the media of coordinating solvents the bis(1-butyl)tin(IV) carboxylates of dicarboxylic acids form complexes whose central hexacoordinated tin atom binds two molecules of the solvent trough their donor atoms. Carboxylic groups form monodenate linkages in these complexes.


1985 ◽  
Vol 40 (7-8) ◽  
pp. 490-495 ◽  
Author(s):  
Edith Lohaus ◽  
Claudia Zenger ◽  
Wolfhart Rüdiger ◽  
Edmund Cmiel

Abstract The new α-pyrone derivative II was isolated in crystalline form from extracts of dormant seeds of Rosa canina. It inhibits germination of seeds of Amaranthus caudatus completely, but reversibly, at conc. > 2.5 × 10-5 м . Its chemical structure was elucidated by mass spectrometry, 1H-and 13C-NMR spectroscopy to be 3-methyl-1-oxa-bicyclo (4,1,0) hept-5-en-2-one-4,6-dicarboxylic acid di­methylester (II). It is derived from 3-methyl-2H-pyran-2-one-4,6-dicarboxylic acid by cyclo-propanation with diazomethane. The parent compound which is a natural product of the seeds of Rosa canina was isolated as its dimethyl ester I the structure of which was elucidated by mass and NMR spectroscopy. I shows less inhibition of seed germination than II. The reference a-pyrones dimethyl-6-methyl-2H-pyran-2-one-3,5-dicarboxylate (III) , 3-methoxycarbonyl-5-methoxycar-bonylmethyl-6-methyl-2H-pyran-2-one (IV), and isodehydracetic acid methylester (V) did not show any inhibitory activity. The relationship of II with threo-dihydrohematinic acid (VII) is discussed.


2001 ◽  
Vol 56 (10) ◽  
pp. 1009-1014 ◽  
Author(s):  
Bernd Wrackmeyer ◽  
Andreas Pedall ◽  
Jürgen Weidinger

N-Silyl-aminotin trichlorides, R1R2N-SnCl3[R1 = R2 = SiMe3 (1a), R1 = SiMe3, R2 = tBu (1b), R = SiMe3, R2 = 9-borabicyclo[3.3.1]nonyl (1c), R1R2 = Me2 SiCH2CH2SiMe2 (1d)] were prepared by the reaction of tin tetrachloride with the respective bis(amino)plumbylenes, (R1R2N)2Pb 4. The analogous reactions with bis(amino)stannylenes, (R1R2N)2Sn 3, afforded only mixtures of the aminotin trichlorides 1 and bis(amino)tin dichlorides, (R1R2N)2 SnCl2 2 . The products were characterised by 1H, 11B, 13C, 15N, 29Si and 119Sn NMR spectroscopy, and the NMR data of 1 were compared with those of the corresponding N-silylamino(trimethyl)tin compounds 8.


2020 ◽  
Vol 18 (1) ◽  
pp. 808-821
Author(s):  
Xu Duan ◽  
Yang-yi Zhao ◽  
Jian-cong Zhang

AbstractIn this study, the root exudates of wetland plants, Pistia stratiotes, black algae, and Cyperus alternifolius, exposed to six phosphorus concentration gradients (0, 0.2, 1, 5, 10, and 20 mg/L) were characterized. The experimental seedlings were cultivated in Hoagland solutions, which were then extracted, decompressed, and concentrated with CH2Cl2; subsequently, a gas chromatography-mass spectrometry (GC-MS) analysis was performed to study the root exudates effects under different phosphorus concentrations. Results showed the existence of several organic compounds, such as alkanes, esters, alcohols, amines, benzene, and acids (phthalic acid, cycloheptasiloxane, benzoic acid, and cyclopentasiloxane) in the root exudates of the wetland plants. The relative contents of phthalate, benzene dicarboxylic acid, and cyclohexasiloxane in the root exudates first increased, and then decreased, with the change in phosphorus concentration. The relative contents of three compounds in Pistia were the highest at 1 mg/L of phosphorus, and the lowest relative contents of phthalic acid and benzene dicarboxylic acid were observed at 20 mg/L of phosphorus. However, the relative content of cyclohexasiloxane was the lowest in the absence of P stress. In black algae, the relative contents of the three compounds were 36.66, 16.24, and 14.61%, respectively. The relative content of cyclohexasiloxane in the black algae first decreased and then increased, with its lowest relative content occurring at 5 mg/L of phosphorus and the highest at 10 mg/L of phosphorus. In Cyperus alternifolius, the highest relative concentrations of the four compounds: phthalic acid, dimethyl phthalate, octadecane, and diphenyl sulfone in Cyperus were observed at 5 mg/L phosphorus and the lowest at 10 mg/L phosphorus.


1995 ◽  
Vol 60 (2) ◽  
pp. 216-223
Author(s):  
Pelayo Camps ◽  
Joan Castañé ◽  
Carlos Jaime ◽  
Francesc Pérez ◽  
Santiago Vázquez

The conformational analysis of several 2,4-disubstituted 9-oxobicyclo[3.3.1]nonane derivatives (diesters IIIb and IIIc, and dihalo compounds IV, Va, Vb and VI) derived from 9-oxobicyclo[3.3.1]nonane-exo-2, exo-4-dicarboxylic acid has been studied by 1H and 13C NMR spectroscopy with the aid of Molecular Mechanics Calculations (MM3 program).


Author(s):  
Cong-Li Gao ◽  
Jianya Zhou ◽  
Minghui Cui ◽  
Diming Chen ◽  
Liming Zhou ◽  
...  

Three pairs of homochiral Ag(I) enantiomers formulated as [Ag2(LR)(pa)]n/[Ag2(Ls)(pa)]n (R1/S1, H2pa = phthalic acid), [Ag2(LR)(tda)]n•H2O/[Ag2(Ls)(tda)]n•H2O (R2/S2, H2tda = 3,4-thiophene dicarboxylic acid), and [Ag4(LR)2(3-npa)2]n/[Ag4(Ls)2(3-npa)2]n (R3/S3, 3-H2npa = 3-Nitrophthalic acid) were prepared...


1990 ◽  
Vol 45 (7) ◽  
pp. 1043-1048 ◽  
Author(s):  
Amparo Alvarez-Valdés ◽  
M. José Camazón ◽  
M. Carmen Navarro-Ranninger ◽  
Tomás Torres

1,4-Diaryl-2,3-dimethyl-1,4-diazabutadiene tin tetrachloride complexes 1 · SnCl4 and 2 · SnCl4 have been prepared and characterized by thermal properties, IR and Raman spectroscopy and mass spectrometry. A study on their behaviour in solvents with different donor ability by 1H and 13C NMR spectroscopy is also described.


1986 ◽  
Vol 64 (3) ◽  
pp. 577-579 ◽  
Author(s):  
Edward H. Ruediger ◽  
Sham S. Gandhi ◽  
Martin S. Gibson ◽  
Dan Fărcaşiu ◽  
Cornelia Uncuţa

Schmidt reaction of phthalic acid in 90–98% sulfuric acid gives anthranilic acid and anthranilazide (major products) by a process considered to involve 3,1-benzoxazin-2,4(1H)-dione as intermediate. Benzimidazol-2-one is produced in this reaction by a secondary process from anthranilazide; it is also produced by photolysis of anthranilazide. Under Schmidt reaction conditions, 1,2,3-benzotriazin-4(3H)-one gives o-azidobenzamide. Under similar conditions, the lactol of 4-formyl-5-phenanthroic acid gives 1-azapyren-2(1H)-one and phenanthrene-4,5-dicarboximide, while phenanthrene-4,5-dicarboxylic acid gives l-azapyren-2(1H)-one. Diphenic acid yields phenanthridone and 2,2′-diaminobiphenyl in proportions dependent on the sulfuric acid concentration.


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