Silyl phosphorylating reagents and methods of using them

C - Chemistry – Metallurgy – 07 – H

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C07H 21/00 (2006.01) C07F 7/08 (2006.01) C07F 9/24 (2006.01) C07F 9/40 (2006.01) C07H 19/10 (2006.01) C07H 19/20 (2006.01) C07H 23/00 (2006.01)

Patent

CA 2107911

2107911 9221689 PCTABS00017 Novel silyl alcohols having bulky substituents bonded to the silicon, and the silyl group attached to a carbon include the preferred 2-silyl-ethan-1-ols. A method for synthesizing silyl substituted alcohols include hydrosilation of a vinylic ester, especially vinyl acetate, followed by hydrolysis in mild base. The silyl alcohols are useful in preparing phosphorylating reagents for phosphorylating an oligonucleotide. The phosphorylated intermediate bearing the silyl group may be separated from failure product on the basis of bulky substituents on the silyl protecting group, which is later removed, e.g. by fluoride ion.

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