HuagongsheHuagongshe Chemistry Print Report · For research reference only
alpha,alpha-Dimethyl-2-naphthaleneethanamine → Methyl 3-[2-[(1R)-1-[(2R)-2-hydroxy-3-[[2-methyl-1-(naphthalen-2-yl)propan-2-yl]amino]propoxy]ethyl]phenyl]propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | alpha,alpha-Dimethyl-2-naphthaleneethanamine | HCID 15369616 | — |
| Reactant | Lithium perchlorate | HCID 23665649 | — |
| Reactant | methyl 3-[2-[(1R)-1-(((2R)-oxiranyl)methoxy)ethyl]phenyl]propionate | HCID 58662605 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3-[2-[(1R)-1-[(2R)-2-hydroxy-3-[[2-methyl-1-(naphthalen-2-yl)propan-2-yl]amino]propoxy]ethyl]phenyl]propionate | HCID 58662623 | 107.4% |
Reaction Steps
Methyl 3-[2-[(1R)-1-(((2R)-oxiranyl)methoxy)ethyl]phenyl]propionate (286 mg) obtained in Step 3 was dissolved in acetonitrile (10 ml), [2-methyl-1-(naphthalen-2-yl)propan-2-yl]amine (218 mg) and lithium perchlorate (157 mg) were successively added, and the mixture was heated under reflux overnight. The reaction mixture was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to give the title compound (539 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07285572B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-05c148326ee949cd9807edd75191c042 |
| Source note | uspto-grants-2007_10 |