HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Oxazolidinone → (S)-(-)-alpha-[[(2-Bromoethyl)amino]methyl]-2-nitro-1H-imidazole-1-ethanol, monohydrobromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Oxazolidinone | HCID 73949 | — |
| Reactant | (S)-(-)-2-Nitro-1-(2-oxiranylmethyl)-1H-imidazole | HCID 11768967 | — |
| Reactant | Potassium trimethylsilanolate | HCID 23668039 | — |
| Reactant | 2-nitro-1H-imidazole-1-ethanol, monohydrobromide | HCID 131718655 | — |
| Product | (S)-(-)-alpha-[[(2-Bromoethyl)amino]methyl]-2-nitro-1H-imidazole-1-ethanol, monohydrobromide | HCID 131718654 | — |
Reaction Steps
A process for preparing (R)-(+)-α-[[2-bromoethyl)-amino]methyl]-2-nitro-1H-imidazole-1-ethanol, monohydrobromide which comprises reacting (S)-2-nitro-1-(2-oxiranylmethyl)-1H-imidazole with a 2-oxazolidinone of the formula ##STR15## in the presence of potassium trimethylsilanolate to give the (S)- enantiomer of a compound of the formula ##STR16## which is treated with hydrobromic acid in the presence of acetic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05342959 |
| Source dataset | uspto-grants-1994_08 |
| ORD ID | ord-338b5779f701441b8cb1eb861a4217e3 |
| Source note | uspto-grants-1994_08 |