Sodium hydride → N-Benzyloxycarbonyl-3(R,S)-[(2-carbamoyl)ethen-1-yl]-1,2,3,4-tetrahydroquinoline

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Reaction Steps

The reaction of 1.48 g of N-benzyloxycarbonyl-2(R,S)-formyl-3,4-dihydro-2H-1,4-benzoxazine (Example 107) with 2.15 ml of trimethylsilyl-diethylphosphonoacetate and 0.3 g of sodium hydride (80% dispersion in oil) gives, after customary working up, 1.7 g of N-benzyloxycarbonyl-3(R,S)-[(2-carboxy)ethen-1-yl]-1,2,3,4-tetrahydroquinoline. The title compound is obtained therefrom in a manner analogous to that described in Example 1a): Rf (X)=0.47.

Provenance & Evidence