tert-butyl (3R,4S)-3-amino-4-hydroxyazepane-1-carboxylate

反应条件: temp:5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 36.85 g of (3R,4S)-3-Amino-4-hydroxy-azepane-1-carboxylic acid tert-butyl ester, 19.70 g 4-pyridinecarboxylic acid, and 9.76 g dimethylaminopyridine were dissolved in 500 mL CH2Cl2 and cooled to 5° C. 33.01 g DCC was dissolved in 250 mL CH2Cl2 and added to the above mixture within 2 h. The reaction mixture was stirred for 48 h at rt. 200 mL water was added and the mixture is stirred for 2 h at rt. The precipitate was filtered off and the organic phase was extracted two times with 500 mL water. The organic solvent was evaporated in vacuo. The crude product was then submitted to column chromatography (SiO2, ethyl acetate/methanol 99:1) to give 46.2 g (86%) of 1 g as a white solid. MS (ESI): m/z (%): 334 (MH+), 336 ([M−H]+). added to the above mixture within 2 h the mixture is stirred for 2 h at rt The precipitate was filtered off the organic phase was extracted two times with 500 mL water The organic solvent was evaporated in vacuo to give 46.2 g (86%) of 1 g as a white solid