反应详情

Next, 226 mL of benzyl alcohol was cooled to 0° C. and 19.5 g (164 mmol) of thionyl chloride was added dropwise. After stirring for 15 minutes, 21.2 g (62.4 mmol) of 2-(N-benzyloxycarbonylamino)-4-phosphonobutanoic acid monosodium salt was added and stirred at room temperature for 20 hours after the ice bath was removed. Completion of the reaction was confirmed by TLC (BuOH/AcOH/H2O=5:2:2, 254 nm). Benzyl alcohol was removed by vacuum distillation at 70° C. using a vacuum pump. The obtained oily residue was extracted by 300 mL of ethyl acetate and insoluble sodium chloride was removed by filtration. After being washed with 50 mL of water three times, the filtrate was dried over anhydrous sodium sulfate. After the solvent was removed by vacuum distillation, 300 mL of diethyl ether was added, seed crystals were added and the mixture stirred vigorously, and the product was crystallized from product mixture was partially dissolved in the ether, benzyl 2-(N-benzyloxycarbonylamino)-4-phosphonobutanoate (21.2 g, yield 84%) was obtained as white powder-like crystals.

1. customwas removed
2. customBenzyl alcohol was removed by vacuum distillation at 70° C.
3. extractionThe obtained oily residue was extracted by 300 mL of ethyl acetate and insoluble sodium chloride
4. customwas removed by filtration
5. washAfter being washed with 50 mL of water three times
6. dry with materialthe filtrate was dried over anhydrous sodium sulfate
7. customAfter the solvent was removed by vacuum distillation, 300 mL of diethyl ether
8. additionwas added
9. additionseed crystals were added
10. stirringthe mixture stirred vigorously
11. customthe product was crystallized from product mixture
12. dissolutionwas partially dissolved in the ether