The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Mar. 15, 2016

Filed:

Mar. 29, 2012
Applicants:

Serge L. Beaucage, Silver Spring, MD (US);

Jacek Cieslak, Kensington, MD (US);

Inventors:

Serge L. Beaucage, Silver Spring, MD (US);

Jacek Cieslak, Kensington, MD (US);

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07H 21/00 (2006.01); C07H 19/16 (2006.01); C07H 19/00 (2006.01); C07H 19/06 (2006.01); C07H 23/00 (2006.01); C07H 1/00 (2006.01); C07H 19/048 (2006.01);
U.S. Cl.
CPC ...
C07H 19/16 (2013.01); C07H 1/00 (2013.01); C07H 19/048 (2013.01); C07H 19/06 (2013.01); C07H 23/00 (2013.01);
Abstract

Disclosed are O-protected compounds of the formula (I): wherein B is an optionally protected nucleobase, and R-Rare as described herein, wherein at least one of R-Ris —CH—O—N═CHR. The compounds are useful as intermediates in oligonucleotide synthesis. Also disclosed is a method of preparing the compounds from nucleosides via a process comprising conversion of a hydroxyl group to a methylthiomethoxy group, and a method of preparing oligonucleotides such as RNA starting from the compounds. The —CH—O—N═CHR group is stable during oligonucleotide synthesis and can be easily removed after synthesis via, for example, treatment with a base.


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