- Asymmetric synthesis of optically active 1,3-oxathiolane nucleoside analogues
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A ready asymmetric synthesis of 3'-oxa-4'-thionucleosides has been accomplished in three main steps from benzoyloxyethanal. The synthesis is characterized by high overall yield and appreciable enantiomeric excesses. It represents a general synthetic scheme to prepare a wide range of heterosubstituted sulfur-containing nucleoside analogues.
- Caputo, Romualdo,Guaragna, Annalisa,Palumbo, Giovanni,Pedatella, Silvana
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- Process for Manufacture of Optically Active 2-(Acyloxymethyl)-1,3-Oxathiolanes
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There is provided a process for manufacture of optically-active, 2-(acyloxymethyl)-1,3-oxathiolanes of Formula I comprising a preparation of a racemic compound and an enzyme-catalyzed kinetic resolution of the enantiomers. The invention may further provid
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Page/Page column 9
(2012/06/30)
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- Process for Manufacture of Optically Active 2-(Acyloxymethyl)-1,3-Oxathiolanes
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There is provided a process for manufacture of optically-active, 2-(acyloxymethyl)-1,3-oxathiolanes of Formula I comprising a preparation of a racemic compound and an enzyme-catalyzed kinetic resolution of the enantiomers. The invention may further provide for the esterification and racemization of the by-product of the enzymatic reaction. In this manner, 2(R)-(benzoyloxymethyl)-1,3-oxathiolane is prepared as a useful intermediate for manufacture of the anti-HIV drug Apricitabine.
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- Process for producing 2-benzoyloxyacetaldehyde derivative
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A process produces a 2-benzoyloxyacetaldehyde derivative represented by following Formula (3): wherein R1 and R2 may be the same as or different from each other and are each a hydrocarbon group, wherein R1 and R2 may be combined to form a ring with the adjacent oxygen-carbon-oxygen bond, and wherein the benzene ring in the formula may be substituted, by allowing a halogenated acetaldehyde acetal derivative represented by following Formula (1): wherein R1 and R2 are as defined above; and X represents a halogen atom, to react with a benzoate represented by following Formula (2): wherein M represents an alkali metal atom and wherein the benzene ring in the formula may be substituted, in the presence of an alkali-metal halide.
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Page/Page column 4
(2008/06/13)
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- Substituted 1,3-oxathiolanes with antiviral properties
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This invention relates to single enantiomers of novel cis-substituted 1,3-oxathiolanes, of the formula (I): wherein; R1is hydrogen, and R2is cytosine or 5-fluorocytosine; and pharmaceutically acceptable salts and esters thereof. This invention also relates to pharmaceutical compositions containing them and to the use of these compounds as antiviral agents, particularly in combination therapy.
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- A new strategy for the asymmetric synthesis of 1,3-oxathiolane-based nucleoside analogues
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A ready asymmetric synthesis of 3'-oxathionucleosides has been accomplished in three main steps from benzoyloxyethanal. The synthesis is characterized by high overall yield and considerable enantiomeric excesses. It represents a general synthetic path to prepare a wide range of heterosubstituted sulfur-containing nucleoside analogues.
- Caputo, Romualdo,Guaragna, Annalisa,Palumbo, Giovanni,Pedatella, Silvana
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p. 1455 - 1458
(2007/10/03)
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- Short synthesis of 2,4-disubstituted 1,3-oxathiolane and 1,3-dithiolane cytosine nucleosides: Facile introduction of a 4-benzoate group using benzoyl peroxide
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Introduction of a benzoate group at position 4 in 2-substituted 1,3- oxathiolane and 1,3-dithiolane using benzoyl peroxide is described. The coupling reaction between 1,3-oxathiolane derivatives 3 and pyrimidine bases in the presence of TMSI produced cis
- Nguyen-Ba, Nghe,Brown, William,Lee, Nola,Zacharie, Boulos
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p. 759 - 762
(2007/10/03)
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- Substituted 1,3-oxathiolanes and substituted 1,3-dithiolanes with antiviral properties
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This invention relates to novel substituted 1,3-oxathiolanes and substituted 1,3-dithiolanes or pharmaceutically acceptable salts and esters thereof, of the formula: STR1 wherein X is S, S=O, or SO2 ; Y is O, S, S=O, or SO2 ; R1
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- Synthesis of new 2,5-substituted 1,3-oxathiolanes. Intermediates in nucleoside chemistry
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A synthetic approach for new 2-hydroxymethyl-5-ethoxy-1,3-oxathiolane derivatives is described. These heterocyclic five membered rings are suitably substituted to be potential sugar candidates in nucleoside chemistry.
- Kraus,Attardo
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p. 1046 - 1048
(2007/10/02)
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