Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 67286969 | HCID 67286969 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67288223 | HCID 67288223 | — |
Reaction Steps
A palladium on activated carbon/ethylene diamine complex (100 mg) was added to a solution of the compound of Example 33 (473 mg) in ethyl acetate (9 mL) to form a first reaction solution. This first reaction solution was stirred at normal temperature for 20 hours under hydrogen purging. The first reaction solution was filtrated through Celite, and the solvent was removed by distillation. The resultant residue was dissolved in acetonitrile (9 mL). Triethylamine (145 μL) and di-tert-butoxydicarbonate (284 mg) were added to this solution to form a second reaction solution. This second reaction solution was stirred at normal temperature for 2 hours and then left to stand overnight. Then, water was added to the second reaction solution, and the second reaction solution was extracted with ethyl acetate. The extract was washed with water and saturated brine in that order, and then dried over anhydrous sodium sulfate. The anhydrous sodium sulfate was removed by filtration, and then the solvent was removed by distillation under reduced pressure. The resultant product was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain the target product (434 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569270B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-50ee7ac0186f4118a988956a7e8ff3c9 |
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| Source note | uspto-grants-2013_10 |
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