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

HRID 561988

反応式

HRID 561988 の反応式
[I:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]([C@@H:13]([N:17]3[C:21](=[O:22])[C@@H:20]([CH2:23]CC(O)=O)[NH:19][C:18]3=[O:28])[CH:14](C)[CH3:15])=[N:10][CH:9]=2)=[CH:4][CH:3]=1.C(OC(=O)N[C@H](C1NC([C:50]2[CH:55]=C[CH:53]=[CH:52][C:51]=2[F:56])=CN=1)[C@H](C1C=CC=CC=1)C)(C)(C)C.IC1C=CC(C(=O)C)=CC=1.C(OC(N[C@H](C1[CH:85]=[CH:84][C:83]([O:86][CH2:87][C:88](=[O:92])N(C)C)=[CH:82][CH:81]=1)C(O)=O)=O)(C)(C)C.ClN1C(=O)CCC1=O>>[F:56][C:51]1[CH:50]=[CH:55][C:15]([CH2:14][C@H:13]([N:17]2[C:21](=[O:22])[C@@H:20]([C:23]3[CH:85]=[CH:84][C:83]([O:86][CH2:87][CH2:88][OH:92])=[CH:82][CH:81]=3)[NH:19][C:18]2=[O:28])[C:11]2[NH:12][C:8]([C:5]3[CH:4]=[CH:3][C:2]([I:1])=[CH:7][CH:6]=3)=[CH:9][N:10]=2)=[CH:53][CH:52]=1

参加物

6

反応物 5

HCID 31398ChlorosuccinimideHCID 728691-(4-Iodophenyl)ethan-1-oneHCID 577719783-((R)-1-{(S)-1-[5-(4-iodo-phenyl)-1H-imidazol-2-yl]-2-methyl-propyl}-2,5-dioxo-imidazolidin-4-yl)-propionic acidHCID 66815126(R)-tert-butoxycarbonylamino-(4-dimethylcarbamoylmethoxy-phenyl)-acetic acid2 回HCID 67001749{(1S,2S)-1-[5-(2-fluoro-phenyl)-1H-imidazol-2-yl]-2-phenyl-propyl}-carbamic acid tert-butyl ester

生成物 1

HCID 57771867(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

実験手順

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.

後処理

  1. customPrepared by the same method

出典と根拠

ORDレコード
ord-4a6606d151b5474a88f9efc72fdba03d
出典データセット
uspto-grants-2011_11
特許番号
US08063085B2

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