反应详情

t-Butyl (RS)-2-hydroxy-2-[(3R, 4R)-3-phenylacetamido-4-[(RS)-tetrahydrofuran-3-ylcarbonylmethylthio]azetidin-2-on-1-yl]acetate (2.719g) in THF (20ml) was treated with thionyl chloride (1.01g, 0.615ml) and 2,6-lutidine (0.913g, 0.989ml) as described in Example 1(d). Following work-up the crude chloride in dioxan (30ml) was then treated with n-butylphosphine (2.53g, 3.11ml). After purification by flash chromatography with 50, 70% ethyl acetate/hexane then ethyl acetate the title compound was obtained as a pale yellow foam (1.496 g, 40%); vmax (CH2Cl2) 3420, 1762, 1717 (shoulder), 1681 and 1625cm-1. (Mass spectrum: +ve ion (3NOBA, Na+), MH+ (663), MNa+ (685)).

1. customAfter purification by flash chromatography with 50, 70% ethyl acetate/hexane