862125-81-3Relevant academic research and scientific papers
Scalable synthesis of substituted 2,7-dimethyl-9-phenylxanthen-9-ol (DMPx-OH): Useful for the preparation of crystalline 5′-O-DMPx-protected nucleosides
Banerjee, Shyamapada,Srishylam,Rajendra Prasad,Migawa, Michael T.,Swayze, Eric E.,Sanghvi, Yogesh S.
, p. 4669 - 4672 (2012)
A convenient single-step synthesis of several 2,7-dimethyl-9-phenylxanthen- 9-ol (DMPx-OH) analogs has been accomplished using a Friedel-Crafts reaction. Treatment of various DMPx-OH with unprotected 2′-O-methoxyethyl- ribonucleosides (MOE) in the presence of B(C6F5) 3, as a Lewis Acid catalyst, furnished 5′-O-protected derivatives of 2′-MOE-ribonucleosides in good yields. The deprotection of the DMPx groups was accomplished by acid hydrolysis under very mild conditions. Among the five DMPx analogs synthesized, the 2,7-dimethyl-9-(4-nitrophenyl) xanthene-9-yl group furnished crystalline products enabling non-chromatographic isolation of 5′-O-protetced nucleosides.
SUBSTITUTED PIXYL PROTECTING GROUPS FOR OLIGONUCLEOTIDE SYNTHESIS
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Page/Page column 49, (2008/06/13)
The present invention describes an improved hydroxyl protecting group of formula (1), wherein R2 and R7 are specified substituents and Q is O, S, NR10 or N(C=O)R10.
