144364-01-2

Upstream product

• 591-87-7 Allyl acetate 
• 10310-21-1 2-Amino-6-chloropurin 
• 106-95-6 allyl bromide 

Downstream Products

• 191086-88-1 N-9-allyl-2-(N-benzoylamino)-6-chloropurine 
• 191086-90-5 Acetic acid {acetoxymethyl-[3-(2-benzoylamino-6-chloro-purin-9-yl)-propyl]-methyl-silanyl}-methyl ester 
• 191086-89-2 N-{9-[3-(Bis-chloromethyl-methyl-silanyl)-propyl]-6-chloro-9H-purin-2-yl}-benzamide 

Relevant academic research and scientific papers

Guanine-copper coordination polymers: Crystal analysis and application as thin film precursors

Three copper-N9-modified guanine complexes are reported with structures ranging from a discrete trinuclear motif to a mixed-valence coordination polymer. These complexes were used as precursors for the deposition and growth of copper oxide thin films on Si(100), at two different annealing temperatures, by using a CVD technique. Subsequent resistivity measurements suggest the formation of conductive thin films, raising the possibility of using nucleobase-metal complexes as versatile thin film precursors. The Royal Society of Chemistry.

Synthesis of N-alkenylpurines by rearrangements of the corresponding N-allyl isomers: Scopes and limitations

N-9- and N-7-alkenylpurines have been synthesized by rearrangement of the corresponding N-allyl derivatives, often in good yields and with high stereoselectivity. Base promoted and transition metal mediated rearrangements have been studied. Simple allylpurines were easily rearranged with catalytic amounts of RuClH(CO)(PPh3)3. The efficiency of base promoted rearrangement was highly dependent on the detailed structure of the starting material, but this reaction often occurred with surprisingly high Z-selectivity. N-Alkenylpurines have been synthesized, often in good yields, from the corresponding more readily available N-allyl isomers by a double bond migration. The scope and limitation of the rearrangement in the presence of various bases or transition metal complexes have been studied.

Synthesis of silicon analogues of acyclonucleotides incorporable in oligonucleotide solid-phase synthesis

The synthesis of the four silicon analogues of acyclonucleosides was described. In every case, the silicon atom was introduced onto an allyl group on the natural nucleobase following a hydrosilylation reaction. Diols obtained were protected as 4,4'-dimethoxytrityl ethers and subsequently activated as 2-cyanoethyl N,N-diisopropylchlorophosphoramidite in order to be suitable for oligonucleotide solid phase synthesis.

Synthesis of purinecarbonitriles by Pd(0)-catalysed coupling of halopurines with zinc cyanide

Pd(0)-catalysed coupling of halopurines with zinc cyanide allows the smooth introduction of the cyano group into the purine 2-, 6- and 8-positions. Pronounced ligand effects were observed, and tetrakis(tri-2-furylphosphine)palladium(0) was found to be the

Fmoc Mediated Synthesis of Peptide Nucleic Acids.

The syntheses of the Fmoc-protected Peptide Nucleic Acid (PNA) monomer pentafluorophenyl esters of adenine (26), cytosine (23), guanine (29) and thymine (20), and their oligomerization are described.The Fmoc PNA backbone 1 is prepared as a stable hydrochl

Regiochemistry and Stereochemistry in Pd(0)-Catalyzed Allylic Alkylation of Nucleoside Bases

Allylic alkylation of amino- and hydroxy-azaheterocycles, in particular nucleoside bases, has been effected using Pd(0)-catalysis.A method has been developed for the preparation of carbocyclic nucleoside analogs such as the antiviral agent Carbovir.The synthesis of an appropriately substituted cyclopentenyl acetate for this reaction is described.Carbocyclic nucleosides of thymine at N-1, of adenine at N-9 and guanine at N-9 are described.Regiochemistry and stereochemistry of the products and intermediates have been determined by NMR studies.The (trimethylsilyl)ethyl group has been found to be an excellent protecting group for the 6-OH group in guanine, and it is readily removed by fluoride ions.