HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl 3-[3-([2-(diethoxyphosphoryl)acetyl]aminomethyl)-4-methoxyphenyl]-2-isopropoxypropionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (Diethoxyphosphinyl)acetic acid | HCID 36704 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | Ethyl 3-[3-(aminomethyl)-4-methoxyphenyl]-2-isopropoxypropanoate | HCID 22493983 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-[3-([2-(diethoxyphosphoryl)acetyl]aminomethyl)-4-methoxyphenyl]-2-isopropoxypropionate | HCID 22494247 | 95.8% |
Reaction Steps
600 mg diethylphosphonoacetic acid and 969 mg of ethyl 3-[3-(aminomethyl)-4-methoxyphenyl]-2-isopropoxypropionate were dissolved in 10 ml N,N-dimethylformamide, followed by the successive addition of 470 μl diethyl cyanophosphonate and 1.07 ml triethylamine. The mixture was stirred overnight at room temperature, and the reaction mixture was diluted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate and the solvent was evaporated. Thus, 1.387 g of ethyl 3-[3-([2-(diethoxyphosphoryl)acetyl]aminomethyl)-4-methoxyphenyl]-2-isopropoxypropionate was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06884821B1 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-857dc13a30a741e983148dc445924cf1 |
| Source note | uspto-grants-2005_04 |