HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Ethyl [(2-{(tert-butoxycarbonyl) [2-(4-nitrophenyl)ethyl]amino}ethyl)amino]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | tert-Butyl [2-(4-nitrophenyl)ethyl](2-oxoethyl)carbamate | HCID 117599485 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl [(2-{(tert-butoxycarbonyl) [2-(4-nitrophenyl)ethyl]amino}ethyl)amino]acetate | HCID 131732667 | — |
Reaction Steps
To a solution of tert-Butyl [2-(4-nitrophenyl)ethyl](2-oxoethyl)carbamate (0.95 g, 3.1 mmol) in MeOH (20 mL) was added ethyl aminoacetate hydrochloride (480 mg, 3.4 mmol), sodium cyanoborohydride (590 mg, 9.3 mmol) and a drop of acetic acid. The mixture was allowed to stir at RT for 16 hours. LC showed good reaction. The reaction was diluted with EtOAc, washed with aqueous sodium carbonate, dried over sodium sulfate, and purified by silica gel chromatography to furnish the title compound. LC-MS (IE, m/z): 393 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999990B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-3a6f7c6430cc488cb6ea9daba5c68ffe |
| Source note | uspto-grants-2015_04 |