1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 57008919, compound

To a solution of Nα -t-butoxycarbonyl-Nα -methyl-Nim -tosyl-L-histidine (2.77 g) and 2(S)-amino-1-cyclohexyl-3(S)-hydroxy-6-methylheptane (1.49 g) in dry methylene chloride (60 ml) which was cooled at 0° C., was added N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide (1.25 g). The mixture was stirred at ambient temperature for 3 hours. After evaporation of the solvent, the residue was dissolved in ethyl acetate (200 ml) and the solution was washed with 0.5% hydrochloric acid, saturated sodium bicarbonate solution and water successively, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (1% methanol in chloroform as eluent) to give 2(S)-(Nα -t-butoxycarbonyl-Nα -methyl-Nim -tosyl-L-histidyl)amino-1-cyclohexyl-3(S)-hydroxy-6-methylheptane (1.61 g) as an amorphous powder.

1. customAfter evaporation of the solvent
2. dissolutionthe residue was dissolved in ethyl acetate (200 ml)
3. washthe solution was washed with 0.5% hydrochloric acid, saturated sodium bicarbonate solution and water successively
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified with silica gel column chromatography (1% methanol in chloroform as eluent)

ORD record

ord-6e8783a3fb3243ea84a49b9d7c3ec7ca

Source dataset

uspto-grants-1992_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05142048