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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 561987Erstellt: 25. Oktober 2026

Chlorosuccinimide → (R)-5-[4-((R)-2,3-Dihydroxy-propoxy)-phenyl]-3-{(1S,2S)-1-[5-(2-fluoro-4-iodo-phenyl)-1H-imidazol-2-yl]-2-phenyl-propyl}-imidazolidine-2,4-dione

https://huagongshe.com/reaction/561987

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChlorosuccinimideHCID 31398—
Edukt3-((R)-1-{(S)-1-[5-(4-iodo-phenyl)-1H-imidazol-2-yl]-2-methyl-propyl}-2,5-dioxo-imidazolidin-4-yl)-propionic acidHCID 57771978—
Edukt(R)-tert-butoxycarbonylamino-(4-dimethylcarbamoylmethoxy-phenyl)-acetic acidHCID 66815126—
Edukt(R)-2-amino-2-[4-((R)-2,3-dihydroxy-propoxy)-phenyl]-N-{(1S,2S)-1-[5-(2-fluoro-4-iodo-phenyl)-1H-imidazol-2-yl]-2-phenyl-propyl}-acetamideHCID 67001596—
Edukt{(1S,2S)-1-[5-(2-fluoro-phenyl)-1H-imidazol-2-yl]-2-phenyl-propyl}-carbamic acid tert-butyl esterHCID 67001749—
Produkt(R)-5-[4-((R)-2,3-Dihydroxy-propoxy)-phenyl]-3-{(1S,2S)-1-[5-(2-fluoro-4-iodo-phenyl)-1H-imidazol-2-yl]-2-phenyl-propyl}-imidazolidine-2,4-dioneHCID 57771930—

Reaktionsschritte

Prepared by the same method as described in example 1 except that (i) chlorination of the 5-position of the imidazole ring with N-chlorosuccinimide in step F was omitted; (ii) (R)-tert-butoxycarbonylamino-[4-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acid (prepared as described in example 33) was used in place of (R)-tert-butoxycarbonylamino-[4-(2-tert-butoxy-ethoxy)-phenyl]-acetic acid in step 36-G, and (iii) cyclization of (R)-2-amino-2-[4-((R)-2,3-dihydroxy-propoxy)-phenyl]-N-{(1S,2S)-1-[5-(2-fluoro-4-iodo-phenyl)-1H-imidazol-2-yl]-2-phenyl-propyl}-acetamide in step 36-H was performed as described in example 34. HR-MS: calcd for C30H28FlN4O5 [M+H+] 671.1161. Found 671.1156.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08063085B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-766ec25cfe3f47a3a30c9dc4900d5549
Quellennotizuspto-grants-2011_11