N,N-dimethylhydroxylamine hydrochloride → 2-[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide

Ethyl acetate (50.0 mL) was added to [(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid (10.0 g) prepared in Preparation 8. The reaction mixture was cooled to 0˜5° C. and then 1,1′-carbonyldiimidazole (7.6 g) was slowly added thereto. The temperature of the reaction mixture was raised to 20˜30° C. The reaction mixture was stirred for 3 hours. Dimethylhydroxyamine hydrochloride (5.6 g) and sodium bicarbonate (3.2 g) were added to the reaction mixture, which was then stirred for over 3 hours while maintaining the temperature of 20˜25° C. Water (40.0 mL) was added to the reaction mixture under stirring. The separated organic layer was concentrated under reduced pressure to obtain 2-[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide (10.0 g, yield 87%).

1. customprepared in Preparation 8
2. temperatureThe reaction mixture was cooled to 0˜5° C.
3. temperatureThe temperature of the reaction mixture was raised to 20˜30° C
4. stirringwas then stirred for over 3 hours
5. temperaturewhile maintaining the temperature of 20˜25° C
6. stirringunder stirring
7. concentrationThe separated organic layer was concentrated under reduced pressure

ORDレコード

ord-ce19986653994d2999385ce1f04a5336

出典データセット

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08476432B2