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  (Nucleoside Chemistry)

Acid to Alcohol



Example 1

Alcohol to Ester reaction 6

To a solution of the SM (1.0 g, 6.4 mmol) in THF (18 mL) at 0 C was added BH3-SMe2 (6.4 mL, 12.8 mmol). The reaction mixture was stirred at 0 C for 2 h, then RT for 3 h. The mixture was cooled to 0 C and quenched with sat aq K2CO3 (5 mL). The layers were separated and the aq layer was extracted with EtOAc (2 x 15 mL) and diethyl ether (2 x 15 mL). The combined org layers were dried (Na2SO4) and concentrated to provide the product as a colorless oil. [1.0 g, 100 %]

[Patent Reference: WO2011061214, page 87, (8.2 MB)]