HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → (R)-3-{(S)-2-(4-Fluoro-phenyl)-1-[5-(4-iodo-phenyl)-1H-imidazol-2-yl]-ethyl}-5-[4-(2-hydroxy-ethoxy)-phenyl]-imidazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 1-(4-Iodophenyl)ethan-1-one | HCID 72869 | — |
| Reactant | 3-((R)-1-{(S)-1-[5-(4-iodo-phenyl)-1H-imidazol-2-yl]-2-methyl-propyl}-2,5-dioxo-imidazolidin-4-yl)-propionic acid | HCID 57771978 | — |
| Reactant | (R)-tert-butoxycarbonylamino-(4-dimethylcarbamoylmethoxy-phenyl)-acetic acid | HCID 66815126 | — |
| Reactant | {(1S,2S)-1-[5-(2-fluoro-phenyl)-1H-imidazol-2-yl]-2-phenyl-propyl}-carbamic acid tert-butyl ester | HCID 67001749 | — |
| Product | (R)-3-{(S)-2-(4-Fluoro-phenyl)-1-[5-(4-iodo-phenyl)-1H-imidazol-2-yl]-ethyl}-5-[4-(2-hydroxy-ethoxy)-phenyl]-imidazolidine-2,4-dione | HCID 57771867 | — |
Reaction Steps
Prepared by the same method as described in example 1 except that (i) steps A, B, and C were omitted; (ii) commercially available 1-(4-iodo-phenyl)-ethanone was used in place of 1-(2-fluoro-4-iodo-phenyl)-ethanone in step 41-D; (iii) (S)-2-tert-butoxycarbonylamino-3-(4-fluoro-phenyl)-propionic acid was used in place of (2S,3S)-2-tert-butoxycarbonylamino-3-phenyl-butyric acid in step 41-E and (iv) chlorination of the 5-position of the imidazole ring with N-chlorosuccinimide in step 41-F was omitted. HR-MS: calcd for C28H24FlN4O4 [M+H+] 627.0899. Found 627.0904.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063085B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-4a6606d151b5474a88f9efc72fdba03d |
| Source note | uspto-grants-2011_11 |