122567-97-9Relevant articles and documents
Highly efficient synthesis of 2′,3′-didehydro-2′, 3′-dideoxy-β-nucleosides through a sulfur-mediated reductive 2′,3′-trans-elimination. From iodomethylcyclopropanes to thiirane analogs
De Cienfuegos, Luis álvarez,Mota, Antonio J.,Rodríguez, Concepción,Robles, Rafael
, p. 469 - 473 (2005)
A very simple methodology to achieve 2′,3′-didehydro-2′, 3′-dideoxy nucleoside derivatives was performed by means of the treatment of 2′-deoxy-2′-iodo-β-nucleosides with NaHS. The same procedure leads to thiiranes from iodomethylcyclopropane derivatives. Taking into account the thiophilic properties of iodine, a very simple methodology to achieve 2′,3′-didehydro-2′,3′-dideoxy-β-nucleosides in high yield was performed, using mild, and inexpensive conditions, by means of the treatment of 2′-deoxy-3′,5′-dibenzoyl-2′-iodo-β- nucleoside derivatives with NaHS. The process has shown to be highly dependent of the relative geometry between the iodine atom and the adjacent leaving group. In this way, different essays carried out with pyranose derivatives have concluded in no reaction when the vicinal groups to eliminate do not adopt a trans-diaxial disposition. In addition, the treatment of 2-iodomethyl- cyclopropane-1,1-dicarboxylic acid diethyl ester under the same conditions softly and readily leads to the obtention of a mixture of the expected 2-allyl-malonic acid diethyl ester (as the minor product) and the thiirane derivative 2-thiiranylmethyl-malonic acid diethyl ester (as the major product). In this case, the responsible of the reaction progress are the nucleophilic properties of the sulfur atom rather than the thiophilic character of the iodine atom.
A new thymine free synthesis of the anti-AIDS drug d4T via regio/stereo controlled β-elimination of bromoacetates
Chen, Bang-Chi,Quinlan, Sandra L.,Reid, J. Gregory,Spector, Richard H.
, p. 729 - 732 (1998)
The anti-AIDS drug d4T was prepared without contamination of the nucleoside bond cleaved by-product thymine from the readily available ribonucleoside 5-methyluridine (1). This was accomplished by using a new strategy which involved a regio/stereo controlled β-elimination of trans-bromoacetates 6.
Transformations of β-D-xylofuranosyl nucleosides. The effective synthesis of 2′,3′-dideoxy-2′,3′-didehydrothymidine
Mustafin,Suyundukova,Gataullin,Spirikhin,Abdrakhmanov,Tolstikov
, p. 1362 - 1363 (1997)
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Methyl ketone derivative, and preparation method and applications thereof
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Page/Page column 0043, (2017/08/28)
The invention discloses a methyl ketone derivative, and a preparation method and applications thereof. The preparation method comprises following steps: a ketone derivative and an organic peroxide are dissolved in a solvent, and reaction is carried out at 80 to 130 DEG C so as to obtain methyl pyrimidone and a methyl pyrimidone derivative. According to the preparation method, the ketone derivative is taken as a starting material; the raw materials are easily and widely available; products of different kinds can be obtained via the preparation method, and can be used directly or used in other further reaction. No metal is involved, so that the preparation method is suitable to be applied in pharmaceutical preparation technology. The preparation method is short in route, mild in reaction conditions, simple in reaction operation and postprocessing process, and high in yield, and is suitable for large-scale production.
