HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(3-acetylthio-2-methylpropionyl)-N-(4-methoxy-1-indanyl)glycine ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethanethioic acid, S-(3-chloro-2-methyl-3-oxopropyl) ester | HCID 103458 | — |
| Reactant | HCID 13472328 | HCID 13472328 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N-(3-acetylthio-2-methylpropionyl)-N-(4-methoxy-1-indanyl)glycine ethyl ester | HCID 20280801 | 67.6% |
Reaction Steps
N-(4-Methoxy-1-indanyl)glycine ethyl ester (3.0 g) is dissolved in 30 ml of dimethylacetamide, then 3.3 g of 3-acetylthio-2-methylpropionyl chloride is added dropwise with stirring at room temperature, and the mixture is stirred at room temperature for 2 hours. The reaction mixture is poured into 200 ml of water, and extracted with ethyl acetate. The extract is washed with 10 ml of 10% hydrochloric acid and with water and dried, and ethyl acetate is distilled off under reduced pressure. The residue is purified by subjecting to silica gel column chromatography eluted with acetone-benzene (1:20), to give 3.2 g of N-(3-acetylthio-2-methylpropionyl)-N-(4-methoxy-1-indanyl)glycine ethyl ester as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04521607 |
| Source dataset | uspto-grants-1985_06 |
| ORD ID | ord-4c07a100d259426eba49ad147e3896dd |
| Source note | uspto-grants-1985_06 |