Process for the preparation of 2'-O-alkyl guanosine and related

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

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536 2671, 536 2672, 536 2781, C07H 100, C07H 19167

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055063519

ABSTRACT:
An improved process for preparing 2'-O-substituted guanosine comprising reacting an unprotected 2,6-diaminopurine riboside with an alkyl halide in the presence of a sodium hydride or a base of equal strength followed by a deamination step with adenosine deaminase. Such modified guanosine molecules can be used to synthesize 2'-O-modified oligonucleotides. The above alkylating process can also be used to prepare 3'-O-alkyl- and 2',3'-di-O-alkyl-2,6-diaminopurine ribosides. The deamination of these nucleosides yields the corresponding guanosine derivatives.

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