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Solid phase synthesis of oligonucleotides using carbonate protecting groups and alpha-effect nucleophile deprotection

  • US 6,222,030 B1
  • Filed: 06/22/1999
  • Issued: 04/24/2001
  • Est. Priority Date: 08/03/1998
  • Status: Expired due to Term
First Claim
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1. A method for synthesizing oligonucleotides which comprises (a) condensing the 3′

  • -OH or 5′

    -OH group of a support-bound nucleoside or oligonucleotide with a monomeric nucleoside phosphoramidite having a carbonate-protected hydroxyl group, to provide an intermediate in which the support-bound nucleoside or oligonucleotide is bound to the monomeric nucleoside through a phosphite triester linkage, and (b) treating the intermediate provided in step (a) with a deprotecting reagent effective to convert the carbonate-protected hydroxyl group to a free hydroxyl moiety and simultaneously oxidize the phosphite triester linkage to give a phosphotriester linkage.

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