HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 90051708, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Bromophenethylamine | HCID 7021736 | — |
| Solvent | 4-Methylmorpholine | HCID 7972 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Isobutyl chloroformate | HCID 62365 | — |
| Product | HCID 90051708 | HCID 90051708 | — |
Reaction Steps
To a solution of N-Boc-glycine (175 mg) in tetrahydrofuran (1 mL), N-methylmorpholine (165 μL) and isobutyl chloroformate (131 μL) were added under ice cooling, and the mixture was stirred at the same temperature for 40 minutes. To the reaction mixture, 3-bromophenethylamine (100 μL) was added under ice cooling, and the mixture was stirred at room temperature for 5 hours. To the reaction mixture, saturated aqueous sodium hydrogencarbonate and ethyl acetate were added. The organic layer was separated, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain tert-butyl (2-((3-bromophenethyl)amino)-2-oxoethyl)carbamate (R1, 290 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145415B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8ee7344871c7495fa66af6187d3cf6bc |
| Source note | uspto-grants-2015_09 |