Ammonia → HCID 22485504, compound

To a solution of 2-benzyloxy-N,N′-bis(t-butoxycarbonyl)-N,N′-dimethyl-1,3-propanediamine (73.0 mg, 0.17 mmol) in methylene chloride (2.0 mL) was added a 4.0 M solution of hydrogen chloride in ethyl acetate (1.0 mL, 4.0 mmol), and the mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure, ethanol (5.0 mL) was added to the residue, and the resulting mixture was concentrated under reduced pressure. An approx. 10% solution of ammonia in methanol (2.0 mL, approx. 12 mmol) was added to the residue, insoluble materials were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to yield the title compound as a colorless oil (35.0 mg, yield: 98%).

1. concentrationThe reaction mixture was concentrated under reduced pressure, ethanol (5.0 mL)
2. additionwas added to the residue
3. concentrationthe resulting mixture was concentrated under reduced pressure
4. customwere removed by filtration
5. concentrationthe filtrate was concentrated under reduced pressure
6. customThe residue was purified by column chromatography on silica gel

ORD record

ord-836d12b9829343438f217678382a15ae

Source dataset

uspto-grants-2005_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06890940B2