HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 3-(4-{[(2-Hydroxy-ethyl)-methyl-carbamoyl]-methoxycarbonylmethoxy}-phenyl)-propionic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-chloro-N-(2-hydroxyethyl)-N-methylacetamide | HCID 13188657 | — |
| Reactant | 3-(4-Carboxymethoxy-phenyl)-propionic acid benzyl ester | HCID 66797590 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(4-{[(2-Hydroxy-ethyl)-methyl-carbamoyl]-methoxycarbonylmethoxy}-phenyl)-propionic acid benzyl ester | HCID 66797715 | — |
Reaction Steps
A mixture comprising 3-(4-carboxymethoxy-phenyl)-propionic acid benzyl ester (Step 2) (0.65 g, 1.93 mmol) and 2-chloro-N-(2-hydroxy-ethyl)-N-methyl-acetamide (0.35 g, 2.31 mmol) in DMF (10 ml) and sodium hydrogen carbonate (2.5 equivalents) was stirred at RT for 2 days and concentrated in vacuo. The crude residue was purified by chromatography on silica eluting with 0-5% MeOH in DCM to afford the title product as a viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372845B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-2e6ea78aa0314c179df4919b54a8336a |
| Source note | uspto-grants-2013_02 |