Methods of producing phosphitylated compounds

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

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Reexamination Certificate

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10990138

ABSTRACT:
Provided are methods of producing phosphitylated compounds, including 3′-O-phosphoramidites, comprising the step of reacting a hydroxyl-containing compound with a phosphitylating agent in the presence of a phosphitylation activator selected from the group consisting of: (1) acid-base complexes derived from an amine base of Formula IIwherein R3, R4, R5, R6, and R7are independently hydrogen, C1–C10alkyl, C3–C10cycloalkyl, C6–C10aryl, C7–C10aralkyl, C1–C10heteroalkyl, or C1–C10heteroaryl, and at least one of R3, R4, R5, R6, and R7is not hydrogen; (2) zwitterionic amine complexes; and (3) combinations of two or more thereof, to produce a phosphitylated compound. Further provided are methods for purifying phosphitylated compounds comprising the steps of providing a phosphitylated compound in a solution solvent, contacting said phosphitylated compound with a precipitation solvent, and precipitating said phosphitylated compound.

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