Ethanol → diethyl E-2-amino-4-phosphonomethyl-hept-3-ene-1,7-dicarboxylate

Participants

Reaction Steps

4.3 g (9.9 mmol) of diethyl E-2-formylamino-4-diisopropylphosphonomethyl-hept-3-ene-1,7-dicarboxylate are dissolved in 14 ml of dichloromethane and 5.2 ml (40 mmol) of trimethylbromosilane are added dropwise at room temperature to the solution. The reaction mixture is allowed to stand for 20 hours and, after addition of 14 ml of ethanol, allowed to stand for a further 19 hours. The reaction mixture is concentrated on a rotary evaporator and the residue is taken up in 14 ml of ethanol. After addition of 14 ml of propylene oxide and 14 ml of ethanol, the resultant suspension is stirred for 90 minutes and then filtered with suction, affording diethyl E-2-amino-4-phosphonomethyl-hept-3-ene-1,7 -dicarboxylate of m.p. 218°-220° C. (decomp.).

Provenance & Evidence