Chlorotrimethylsilane → HCID 11151531, compound

Participants

Reaction Steps

600 g (2.42 mol) of (S)-3-benzyloxycarbonylamino-2-piperidone was added to 6 L of toluene and 823 mL (4.80 mol) of diisopropylethylamine, subsequently 612 mL (4.80 mol) of trimethylsilyl chloride was added dropwise, and the solution was stirred at room temperature for 24 hours. Subsequently, 894 mL (9.60 mol) of phosphorus oxychloride was added dropwise, and the solution was stirred at room temperature for 48 hours. An ammonia water adjusted to a pH of about 10 with ammonium chloride was cooled to −10° C. or lower, and the reacted solution was added dropwise into it. When the pH falls to less than 9, the ammonia water was added. The obtained suspension was filtered, and the residue was washed with 3 L of toluene, subsequently 2 L of a toluene-THF mixed solvent, and then extracted with 10 L of a THF-methanol mixed solvent. The extracted liquid was vacuum-concentrated, the residue was washed with 6 L of water and suspension-purified with 10 L of an ethanol-diisopropylether mixed solvent, and 345.7 g of (S)-3-benzyloxycarbonylamino-1-diamino phosphinyl-2-piperidone (1.06 mol and a yield of 43.8%) was obtained.

Provenance & Evidence