HuagongsheHuagongshe Chemistry Print Report · For research reference only
(+/-)-3-Methyl-5'-nitro-spiro[imidazolidine-4,2'-indane]-2,5-dione → (R)-3-Methyl-5'-nitro-spiro[imidazolidine-4,2'-indane]-2,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (+/-)-3-Methyl-5'-nitro-spiro[imidazolidine-4,2'-indane]-2,5-dione | HCID 18440305 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Diethylamine | HCID 8021 | — |
| Product | (R)-3-Methyl-5'-nitro-spiro[imidazolidine-4,2'-indane]-2,5-dione | HCID 67016436 | — |
Reaction Steps
(±)-3-Methyl-5′-nitro-spiro[imidazolidine-4,2′-indane]-2,5-dione (described in Intermediate 7) was dissolved in a mixture of MeOH, CH3CN and diethylamine and the enantiomers were resolved by HPLC, utilizing a ChiralPak AD column and eluting with CH3CN:MeOH—90:10. The first major peak to elute was (S)-3-methyl-5′-nitro-spiro[imidazolidine-4,2′-indane]-2,5-dione and the second major peak to elute was (R)-3-methyl-5′-nitro-spiro[imidazolidine-4,2′-indane]-2,5-dione, the title compound. MS: m/z=262 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071770B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-eefea47c46d74b1fac48dfd64c777370 |
| Source note | uspto-grants-2011_12 |