HuagongsheHuagongshe Chemistry Print Report · For research reference only
7,7-dimethyl-2-[2-(S)-(2-methoxyphenyl)propionyl]-4-perhydroisoindolone → (3aR*,4R*,7aR*)-7,7-dimethyl-4-(2-methoxyphenyl)-2-[2-(S)-(2-methoxyphenyl)propionyl]-4-perhydroisoindolol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7,7-dimethyl-2-[2-(S)-(2-methoxyphenyl)propionyl]-4-perhydroisoindolone | HCID 22872295 | — |
| Reactant | HCID 178489560 | HCID 178489560 | — |
| Product | (3aR*,4R*,7aR*)-7,7-dimethyl-4-(2-methoxyphenyl)-2-[2-(S)-(2-methoxyphenyl)propionyl]-4-perhydroisoindolol | HCID 53755225 | 26.1% |
Reaction Steps
By working according to the experimental procedure of Example 9, from 0.78 g of 7,7-dimethyl-2-[2-(S)-(2-methoxyphenyl)propionyl]-4-perhydroisoindolone (mixture of (3aR,7aR) and (3aS,7aS) diastereoisomers) and 1.5 g of 2-methoxyphenylmagnesium bromide, and after purification on a column of silica gel (particle size 0.04-0.06 mm, diameter 2.8 cm, height 21 cm), 0.27 g of (3aR*,4R*,7aR*)-7,7-dimethyl-4-(2-methoxyphenyl)-2-[2-(S)-(2-methoxyphenyl)propionyl]-4-perhydroisoindolol is obtained, in the form of a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05624950 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-0008739af5254e98b55f5e62b26866ee |
| Source note | uspto-grants-1997_04 |