4107-64-6Relevant academic research and scientific papers
2'-O-AMINOOXYMETHYL NUCLEOSIDE DERIVATIVES FOR USE IN THE SYNTHESIS AND MODIFICATION OF NUCLEOSIDES, NUCLEOTIDES AND OLIGONUCLEOTIDES
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Page/Page column 44, (2012/10/18)
Disclosed are O-protected compounds of the formula (I):wherein B is an optionally protected nucleobase, and R1-R3 are as described herein, a method of preparing such compounds, and a method of preparing oligonucleotides such as RNA starting from such compounds. The O-protected compounds have one or more advantages, for example, the 2'-O-protected compound is stable during the various reaction steps involved in oligonucleotide synthesis; the protecting group can be easily removed after the synthesis of the oligonucleotide, for example, by reaction with tetrabutylammonium fluoride; and/or the O-protected groups do not generate DNA/RNA alkylating side products, which have been reported during removal of 2'-O-(2-cyanoethyl)oxymethyl or 2'-O-[2-(4-tolylsulfonyl)ethoxymethyl groups under similar conditions.
One-step electrochemical cyanation reaction of pyrene in polymer microchannel-electrode chips
Ueno, Kosei,Kitagawa, Fumihiko,Kitamura, Noboru
, p. 1331 - 1338 (2007/10/03)
Polymer microchannel chips (100 μm width × 20 μm depth) integrated with electrodes were fabricated and applied to a one-step electrochemical cyanation reaction of pyrene (PyH). An acetonitrile solution of PyH containing tetrabutylammonium perchlorate and an aqueous NaCN solution were brought into the chip by pressure-driven flow, PyH was then oxidized at the working band electrode in the channel (1.5 vs Ag). Under the optimum conditions, 1-cyanopyrene (PyCN) was produced very efficiently in the microchannel: 61% yield. It was also confirmed that, although 1,3-dicyanopyrene (Py(CN) 2) was produced by bulk electrolysis (14% yield), its yield decreased to 4% in the microchip, with the PyCN/Py(CN)2 yield ratio being 2.9 or 15.3 for the bulk or chip experiments, respectively. In the case of an oil/water interfacial reaction system, a propylene carbonate solution of PyH and an aqueous NaCN solution were introduced to the channel, where an electrochemical cyanation reaction of PyH analogous to that mentioned above was conducted. The interfacial reaction in the microchip was successful and the yield of PyCN as the sole product was shown to be controlled by both the flow rate and the electrode position in the chip. In-situ space-resolved absorption spectroscopy of the electrochemical intermediate in the channel chip was also conducted to allow discussion of the reaction mechanisms.
