Synthesis of ?-organosilyl derivatives of propylphosphonic bichloride and diethyl ester

E. A. Chernyshev; E. F. Bugerenko; E. D. Lubuzh; A. D. Petrov

doi:10.1007/bf00905209

Synthesis of ?-organosilyl derivatives of propylphosphonic bichloride and diethyl ester

Bulletin of the Academy of Sciences of the USSR Division of Chemical Science ◽

10.1007/bf00905209 ◽

1962 ◽

Vol 11 (6) ◽

pp. 937-940

Author(s):

E. A. Chernyshev ◽

E. F. Bugerenko ◽

E. D. Lubuzh ◽

A. D. Petrov

Keyword(s):

Diethyl Ester ◽

Derivatives Of

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Synthesis of 5'-O-phosphonomethyl derivatives of pyrimidine 2'-deoxynucleosides

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19902521 ◽

1990 ◽

Vol 55 (10) ◽

pp. 2521-2536 ◽

Cited By ~ 18

Author(s):

Marcela Krečmerová ◽

Hubert Hřebabecký ◽

Antonín Holý

Keyword(s):

Sodium Salt ◽

Catalytic Hydrogenation ◽

Bond Cleavage ◽

Diethyl Ester ◽

Derivatives Of

Reaction of sodium salt of 3-N,3'-O-bis(benzyloxymethyl)-2'-deoxyuridine (X) and 3-N,3'-O-bis(benzyloxymethyl)-2'-deoxythymidine (XI) with diethyl p-toluenesulfonyloxymethanephosphonate in dimethylformamide afforded diesters of the respective 5'-O-phosphonomethyl derivatives XII and XVII. Diethyl esters of 5'-O-phosphonomethyl-2'-deoxynucleosides XV and XIX, obtained after hydrogenolytic removal of the benzyloxymethyl groups, were converted into free 2'-deoxy-5'-O-phosphonomethyluridine (XVI) and a mixture of anomeric 1-(2-deoxy-5-O-phosphonomethyl-β-D-erythro-pentofuranosyl)thymines (XXIIIa, XXIIIb), respectively. Analogously, 2'-deoxy-5'-O-phosphonomethylcytidine (XXXIV) was prepared from 4-N-benzoyl-2'-deoxy-3'-O-(tetrahydro-2H-pyran-2-yl) cytidine (XXX) via diethyl ester of 2'-deoxy-5'-O-phosphonomethylcytidine (XXXIII). This compound reacted with bromotrimethylsilane to give compound XXXIV without anomerization and nucleoside bond cleavage. Condensation of the protected nucleosides X and XI with dibenzyl p-toluenesulfonyloxymethanephosphonate afforded dibenzyl esters of the corresponding 5'-O-phosphonomethyl derivatives XIII and XVIII. The free 5'-O-phosphonomethyl derivatives XVI and XXIIIa were obtained from XIII and XVIII by catalytic hydrogenation.

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Studies on some new metalloporphyrins: Rh(III) and Ir(III) derivatives of mesoporphyrin(IX) diethyl ester and hematoporphyrin(IX) diethyl ester

Journal of Inorganic and Nuclear Chemistry ◽

10.1016/0022-1902(68)80485-3 ◽

1968 ◽

Vol 30 (2) ◽

pp. 591-601 ◽

Cited By ~ 37

Author(s):

N. Sadasivan ◽

Everly B. Fleischer

Keyword(s):

Diethyl Ester ◽

Derivatives Of ◽

Hematoporphyrin Ix

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COMPOSITION AND CONTENT OF PHENOLIC COMPOUNDS IN DIFFERENT FRACTIONS OF EXTRACT FROM PLANTS OF ARNICA FOLIOSA NUTT.

chemistry of plant raw material ◽

10.14258/jcprm.2020047448 ◽

2020 ◽

pp. 139-147

Author(s):

Tatiana Anatol'yevna Krol' ◽

Lidiya Viktorovna Zinnatshina ◽

Eugenia Ramil'yevna Gatiatulina ◽

Andrey Ivanovich Radimich ◽

Olga Leonidovna Saybel ◽

...

Keyword(s):

Phenolic Compounds ◽

High Performance ◽

High Resolution Mass Spectrometry ◽

Total Content ◽

Biologically Active ◽

Diethyl Ester ◽

Alternative Source ◽

Caffeoylquinic Acid ◽

Array Detection ◽

Derivatives Of

Among representatives of the genus Arnica L., the Arnica montana L. species is the most studied and widely used for medical purposes. However, due to the fact that the A. montana species is endangered in most European countries, the possibility to use Arnica foliosa Nutt. as an alternative source of phytochemicals is being investigated. A deeper study of the chemical composition of A. foliosa extract may give the opportunity to expand the spectrum of its possible application. The purpose of the research was to perform a detailed study of the composition and content of biologically active compounds the aerial part of A. foliosa by high performance liquid chromatography with diode array detection in combination with high-resolution mass spectrometry. Sixteen phenolic compounds were detected in ethylacetate and butanol fractions of A. foliosa. There were identified thirteen derivatives of caffeoylquinic acid and three flavonoids. In the chloroform and diethyl ester fractions, phenolic compounds were absent. It was established that the ethylacetate fraction contains big amounts of two phenolic compounds – 3,4-dicaffeoylquinic and 4,5-dicaffeoylquinic acids, and eight compounds were presented in trace or very small quantities. All sixteen phenolic compounds were found in the butanol fraction, but their total content was almost 2-fold less than in the ethylacetate fraction.

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