HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (S)-benzyl 1-(3-nitrophenyl)ethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzyl succinimido carbonate | HCID 83172 | — |
| Reactant | (S)-1-(3-nitrophenyl)ethanamine hydrochloride | HCID 11344712 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-benzyl 1-(3-nitrophenyl)ethylcarbamate | HCID 57842774 | 118.4% |
Reaction Steps
Benzyl 2,5-dioxopyrrolidin-1-yl carbonate (1.36 g, 5.5 mmol) was added to a solution of (S)-1-(3-nitrophenyl)ethanamine HCl (1 g, 4.95 mmol) in CH2Cl2 (70 mL) and DIEA (2.2 mL, 12.4 mmol) and the reaction mixture was stirred for 1 h. The mixture was diluted with CH2Cl2 (100 mL), washed with NaHCO3, brine, dried over Na2SO4 and concentrated in vacuo to yield 59A (1.76 g, 99%) as a white solid. MS (ESI) m/z 323.02 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-6b13a8ad25ea4da498aeabb3a9daa061 |
| Source note | uspto-grants-2009_09 |