1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (2S,3R)-N-cyclopropyl-3-propyl-2-oxiranecarboxamide

(2S,3R)-3-Propyl-2-oxiranecarboxylic acid (1.16 g, 7.8 mmol), methylene chloride (10 ml) and cyclopropylamine (8.5 equivalents) were mixed, and the mixture was cooled to 5° C. A methylene chloride solution (5 ml) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (2.23 g, 1.2 equivalents) was gradually added thereto, and the mixture was stirred for 2 hours from 5° C. up to room temperature. The organic layer was washed with water (5 ml), 1 N HCl (5 ml) and water (5 ml); and was dried with anhydrous magnesium sulfate. The inorganic products were separated by filtration, and the filtrate was concentrated under reduced pressure to obtain the title compound as a pale yellow solid (0.70 g, yield: 53%).

1. washThe organic layer was washed with water (5 ml), 1 N HCl (5 ml) and water (5 ml)
2. dry with materialand was dried with anhydrous magnesium sulfate
3. customThe inorganic products were separated by filtration
4. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-2224a5bf87ed45ca9595a0b3601e5bce

Source dataset

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07834190B2