Preparation method of (S)-2-((9H-fluoren-9-methoxycarbonyl)methylamino)-5-amino-5-oxovaleric acid
A kind of oxopentanoic acid preparation method, methoxycarbonyl technology, applied in (S)-2-((9H-fluorene-9-methoxycarbonyl)methylamino)-5-amino-5-oxo In the field of valeric acid production method, it can solve the problems of high raw material cost and three wastes, and achieve the effect of cheap reaction raw materials
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[0013] step 1:
[0014] Add L-glutamic acid (10.0 g, 68.0 mmol), water (100 mL) and acetone (100 mL) into a 500 mL reaction flask, and add sodium bicarbonate (14.3 g, 170.0 mmol) and 9-Fluorenylmethyl-N-succinimidyl carbonate (25.2 g, 74.8 mmol), stirred at room temperature overnight, the reaction solution was diluted with water (100 mL), extracted with ethyl acetate (3 x 100 mL) and separated , the aqueous phase was adjusted to pH=2-3 with 6 M hydrochloric acid, and a large amount of white solid was precipitated; after filtration, it was dried at 50°C to obtain a white solid, compound 1 (23.1 g, 62.6 mmol, 92%). LC-MS (ESI): m / z 368.15 [M-H] - .
[0015] Step 2:
[0016] Add compound 1 (30.0 g, 81.2 mmol), paraformaldehyde (5.0 g, 166.7 mmol) and p-toluenesulfonic acid (2.0 g, 11.6 mmol) into a 150 mL reaction flask, raise the temperature to 130 ° C, and heat to reflux for 3 hours until no more water flows out of the trap. Cool to room temperature, wash the reaction solu...
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