HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 86753311, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | HCID 86753312 | HCID 86753312 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86753311 | HCID 86753311 | 23.4% |
Reaction Steps
A mixture of 17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6α-(N-methoxy-3,4-dichlorophenylacetamido)morphinan (197 mg, 0.35 mmol), trimethylsilyldiazomethane (10% solution in CH2Cl2, 0.57 g, 0.5 mmol), diisopropylethylamine (65 mg, 0.5 mmol), methanol (0.2 ml), and acetonitrile (2 ml) was stirred at room temperature for 13 h. After evaporation of the solvent, the residual oil was purified by preparative thin layer chromatography (1 mm thick plate, CH2Cl2 /MeOH: 10/1) to give 47 mg of amorphous solid. This was purified again by preparative thin layer chromatography (1 mm thick plate, CH2Cl2 /MeOH: 10/1) to give 25 mg of amorphous solid as desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05834478 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-78d674f32e24418bba7339b86ba6f044 |
| Source note | uspto-grants-1998_11 |