cas 74405-46-2, IBU-DMT-DEOXYGUANOSINE SUCCINIC ACID | Articles data ｜lookchem

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74405-46-2

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Stereospecific grignard activated coupling of a deoxynucleoside: Methylphosphonate on a polyethylene glycol support
Stereospecific synthesis of Rp and Sp methylphosphonate diastereoisomers of d(ApG) was carried out on a polymeric support, polyethylene glycol (PEG), by the Grignard reagent solution route described by Stec. The coupling yield on PEG was higher than that observed in solution, and precipitation of the PEG at each step allowed easy separation of oligomer product from soluble reactants at each step.
Le Bec, Christine,Wickstrom, Eric
p. 9525 - 9528
(1994)
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Solid Phase Synthesis of Oligodeoxyribonucleotides Utilizing the Phenylthio Group as a Phosphate Protecting Group
Oligodeoxyribonucleotide synthesis utilizing the phenylthio group as a phosphate protecting group was applied to the solid phase method.The base residues of deoxyguanosine and deoxyadenosine were protected with bis(isobutyryloxy)ethylene (Bibe) and phthaloyl groups to avoid the base modfication and depurination, respectively.A key synthetic intermediate of N2-isobutyryl-N1,N2-bis(isobutyryloxy)ethylenedeoxyguanosine was prepared in high yield by four-step reaction from deoxyguanosine and used for preparation of the building blocks of deoxyguanosine required for the polymer support synthesis.Two kinds of polymer supports, i.e., 1 percent cross-linked polystyrene and controlled pore glass were chosen.The latter was employed for the synthesis of dodecadeoxyribonucleotides by using an automated DNA synthesizer.
Matsuzaki, Jun-ichi,Kohno, Kyoko,Tahara, Shin-ichiro,Sekine, Mitsuo,Hata, Tsujiaki
p. 1407 - 1414
(2007/10/02)

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Chemical Properties

Density: 1.37g/cm³
Storage Temp.:−20°C
PSA: 193.19000
LogP: 4.87710

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