HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Carbamic acid, N-methyl-N-[2-oxo-2-(2-propen-1-ylamino)ethyl]-, 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Allylamine | HCID 7853 | — |
| Reactant | Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl- | HCID 83692 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Carbamic acid, N-methyl-N-[2-oxo-2-(2-propen-1-ylamino)ethyl]-, 1,1-dimethylethyl ester | HCID 86672796 | 62% |
Reaction Steps
Allylamine (0.377 ml, 5.03 mmol) and 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride n-hydrate (DMT-MM) (1.89 g, 6.04 mmol) were added to a solution of Boc-sarcosine (1.0 g, 5.29 mmol) in ethanol, and the mixture was stirred at room temperature for 18 hours. A saturated aqueous sodium bicarbonate solution and water were added to the reaction solution, followed by extraction with ether. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure to give allylcarbamoylmethyl-methyl-carbamic acid tert-butyl ester (712 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169254B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-7cd5612a1e484db59fb3aa58a2e9b8b4 |
| Source note | uspto-grants-2015_10 |