HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → (R)-3-{(S)-1-[5-(2-Chloro-4-iodo-phenyl)-1H-imidazol-2-yl]-3-methyl-butyl}-5-[4-(2-hydroxy-ethoxy)-phenyl]-imidazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- | HCID 83170 | — |
| Reactant | 2-Chloro-1,4-diiodobenzene | HCID 53406555 | — |
| 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 | HCID 178432851 | HCID 178432851 | — |
| Product | (R)-3-{(S)-1-[5-(2-Chloro-4-iodo-phenyl)-1H-imidazol-2-yl]-3-methyl-butyl}-5-[4-(2-hydroxy-ethoxy)-phenyl]-imidazolidine-2,4-dione | HCID 57771887 | — |
Reaction Steps
Prepared by the same method as described in example 1 except that (i) in step 82-A step 2-chloro-1,4-diiodo-benzene was used in place of 2-fluoro-1,4-diiodo-benzene; (ii) in step 82-E (S)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid was used in place of (2S,3S)-2-tert-butoxycarbonylamino-3-phenyl-butyric acid, and (ii) chlorination of the 5-position of the imidazole ring with N-chlorosuccinimide in step 82-F was omitted. HR-MS: calcd for C25H26ClIN4O4 [M+H+] 609.0760. Found 609.0757.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063085B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-318321fac2044e15add962df60581aec |
| Source note | uspto-grants-2011_11 |