Methanesulfonyl chloride → ((2S,3S)-3-(((benzyloxy)carbonyl)amino)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-2-yl)methyl methanesulfonate

온도

0 °C

To a solution of benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-(hydroxymethyl)-4-oxoazetidin-3-yl)carbamate (5.37 g, 13.41 mmol) and TEA (3.72 mL, 26.8 mmol) in DCM at 0° C. was added MsCl (1.15 mL, 14.75 mmol). After stirring at 0° C. for 1 h, it was diluted with water/DCM and the layers were separated. The aqueous layer was extracted with DCM (2×) and the combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude residue was taken up in toluene and concentrated (2×), affording the title compound as an off white solid. It was used as such in subsequent reactions. LCMS: Rt=0.86 min, m/z=479.2 (M+1) Method 2m_acidic.

1. customthe layers were separated
2. extractionThe aqueous layer was extracted with DCM (2×)
3. washthe combined organic layers were washed with brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated in vacuo
6. concentrationconcentrated (2×)

ORD 기록

ord-18c2a06e464b49b5b38ccdae62e4aaf3

출처 데이터셋

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09174978B2