HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 3-Cyclohexylpropyl-(ethyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2,5-Dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonate | HCID 5018386 | — |
| Reactant | (S)-tert-butyl 1-cyclohexyl-3-(ethylamino)propan-2-ylcarbamate | HCID 59201304 | — |
| Product | 3-Cyclohexylpropyl-(ethyl)carbamate | HCID 131730716 | 45% |
Reaction Steps
To a solution of (S)-tert-butyl 1-cyclohexyl-3-(ethylamino)propan-2-ylcarbamate (338 mg) and TeocOSu (386 mg, 1.49 mmol) in THF was added TEA (0.6 mL). The resulting solution was stirred at rt for 30 min and evaporated. The residue was purified through chromatography on silica gel to give (S)-2-(trimethylsilyl)ethyl 2-(N-tert-butoxycarbonyl)amino)-3-cyclohexylpropyl-(ethyl)carbamate (287 mg, 45% over 2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487108B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-e0de30f8a9114fa4950dea2fb477176d |
| Source note | uspto-grants-2013_07 |