Methods of producing phosphitylated compounds

US7217814B2 · kind B2 · utility

Assignee

• HONEYWELL INTERNATIONAL INC. · US

Inventors

• Christian Werner · Hannover, DE
• Frank Nerenz · Seelze, DE
• Andreas Kanschik-Conradsen · Garbsen, DE
• Kalakota S. Reddy · Midland, US

Key dates

• Filing date: Nov 16, 2004
• Grant date: May 15, 2007
• Expiry date: Jan 16, 2025

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H19/20
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

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 R7 are independently hydrogen, C1–C10 alkyl, C3–C10 cycloalkyl, C6–C10 aryl, C7–C10 aralkyl, C1–C10 heteroalkyl, or C1–C10 heteroaryl, and at least one of R3, R4, R5, R6, and R7 is 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.