(S)-1-(苄基氨基)-3-氯丙-2-醇

反应条件: temp:45.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a 250 ml round bottom flask was added (2S)-1-(benzylamino)-3-chloropropan-2-ol (1.0 g, 5 mmol, INTERMEDIATE 12), chloroform (15 ml), and diisopropylamine (3.23 g, 25 mmol). To this was added carbonyldiimidazole (1.63 g, 10 mmol), and the mixture was heated to 45° C. for 15 h. The reaction then was diluted with dichloromethane (25 ml) and washed with water. The organic phase was dried over sodium sulfate, filtered and concentrated in vacuo to provide a pale tan residue. The product was isolated on silica gel eluting with a gradient of ethyl acetate in hexanes from 0% to 100% to provide 750 mg of product as colorless oil. Mass spectrum (ESI) 226.1 (M+1). The reaction washed with water The organic phase was dried over sodium sulfate filtered concentrated in vacuo to provide a pale tan residue

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A scintillation vial was charged with benzylamine (1 g, 10 mmol), anhydrous petroleum ether (10 ml) and a stir bar. To this was added (S)-(+)-epichlorohydrin (0.925 g, 10 mmol) dropwise over a period of 20 min and the mixture was allowed to stir at room temperature. After 15 h, the white crystals precipitated from solution. These were collected by suction filtration, rinsed with cold petroleum ether (10 ml) and dried under vacuum to provide the title compound (1.0 g, 50%). Mass spectrum (ESI) 200.1 (M+1). the white crystals precipitated from solution These were collected by suction filtration rinsed with cold petroleum ether (10 ml) dried under vacuum