HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane hydrochloride → 2-[(2S)-2-amino-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | tert-butyl {(1S)-2-cyclohexyl-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate | HCID 57544826 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[(2S)-2-amino-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dione | HCID 67066117 | 110.8% |
Reaction Steps
A solution of tert-butyl {(1S)-2-cyclohexyl-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate (2.8 g, 7.25 mmol) in 4 M HCl dioxane (10 mL, 40 mmol) and THF (10 mL) was stirred at room temperature for 2 hours. The reaction mixture was evaporated under reduced pressure to afford 2.3 g (99% yield) of the desired product. LC-MS found: 287.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895571B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-ee592338419f4789b9139dc331fdcbda |
| Source note | uspto-grants-2014_11 |