反应详情

A solution of 3-allyloxycarbonylamino-N-methoxy-N-methyl-succinamic acid tert-butyl ester, 101, (24.3 g, 76.8 mmol) in THF (60 mL) is treated at −78° C. with lithium aluminum hydride (1 M in THF, 39 mL, 39 mmol) dissolved in ether (200 mL) over 5 minutes. After the consumption of starting material, the solution is cautiously quenched with 1.0 N HCl, washed with 1.0 N HCl (2×100 mL) and brine (1×150 mL). The organic layer is concentrated in vacuo to afford 18.2 g (91% yield) of the desired product as a clear oil.

1. customAfter the consumption of starting material
2. customthe solution is cautiously quenched with 1.0 N HCl
3. washwashed with 1.0 N HCl (2×100 mL) and brine (1×150 mL)
4. concentrationThe organic layer is concentrated in vacuo