Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl succinimido carbonate | HCID 83172 | — |
| Reactant | tert-Butyl 2,7-diazaspiro[3.5]nonane-2-carboxylate | HCID 23282935 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67408833 | HCID 67408833 | 100.2% |
Reaction Steps
Tert-butyl 2,7-diazaspiro[3.5]nonane-2-carboxylate (21.0 g, 92.8 mmol) and triethylamine (20 mL, 186 mmol) were dissolved in dichloromethane (200 mL). The reaction was cooled to 0° C. and a solution of benzyl 2,5-dioxopyrrolidin-1-yl carbonate (23.1 g, 92.8 mmol) in dichloromethane (25 mL) was added dropwise. The ice-bath was removed and the reaction was stirred at room temperature for 6 hours. The reaction was diluted with dichloromethane (100 mL), washed with 10% aqueous citric acid solution (100 mL), water (100 mL) and brine (100 mL). The organic solution was dried over MgSO4, filtered and concentrated to afford 7-benzyl 2-tert-butyl 2,7-diazaspiro[3.5]nonane-2,7-dicarboxylate (33.5 g, 100%) as colorless oil, which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609680B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-1e4a76d9f484421cb2940d69d2212d99 |
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| Source note | uspto-grants-2013_12 |
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