Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | (Diethylamino)sulfur trifluoride | HCID 123472 | — |
| Reactant | HCID 86701854 | HCID 86701854 | — |
| Product | HCID 86701855 | HCID 86701855 | — |
Reaction Steps
To a solution of tert-butyl (3aR,4R,8bS)-4-hydroxy-2-oxo-3,3a,4,8b-tetrahydroindeno[1,2-b]pyrrole-1-carboxylate (0.200 g, 0.691 mmol) in dichloromethane (1 equiv., 3 mL, 0.69 mmol) was added at 0° C. diethylaminosulfur trifluoride (0.913 mL, 6.91 mmol). The solution was stirred at 0° C. for 30 min. The reaction mixture was carefully quenched with NaHCO3 sat. and extracted with dichloromethane. The organic layer was dried and concentrated. The residue was purified by flash chromatography (0-80% ethyl acetate in cyclohexane) to give the desired product F28 (0.150 g, 74%). LCMS (method A): 1.65 min; ES+: 605 (2M+Na+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946280B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-6eb17fdcd6a6429daf1815a1fd2e8ce5 |
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| Source note | uspto-grants-2015_02 |
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