(4-{[Methyl-(2,3,4,5,6-pentahydroxyhexyl)-amino]-methyl}-phenyl)-acetic acid → N-(4-{1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]4-oxoazetidin-2-yl}-benzyl)-2-(4-{[methyl-(2,3,4,5,6-pentahydroxyhexyl)-amino]-methyl}-phenyl)-acetamide

HRID 348060Notes

Reaction equation

HRID 348060 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[C:11](=[O:20])[CH:10]2[CH2:21][CH2:22][CH:23]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[OH:24])=[CH:5][CH:4]=1.[CH3:32][N:33]([CH2:45][C:46]1[CH:51]=[CH:50][C:49]([CH2:52][C:53](O)=[O:54])=[CH:48][CH:47]=1)[CH2:34][CH:35]([OH:44])[CH:36]([OH:43])[CH:37]([OH:42])[CH:38]([OH:41])[CH2:39][OH:40]>>[F:19][C:16]1[CH:15]=[CH:14][C:13]([N:12]2[C:11](=[O:20])[CH:10]([CH2:21][CH2:22][CH:23]([C:25]3[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=3)[OH:24])[CH:9]2[C:6]2[CH:7]=[CH:8][C:3]([CH2:2][NH:1][C:53](=[O:54])[CH2:52][C:49]3[CH:48]=[CH:47][C:46]([CH2:45][N:33]([CH3:32])[CH2:34][CH:35]([OH:44])[CH:36]([OH:43])[CH:37]([OH:42])[CH:38]([OH:41])[CH2:39][OH:40])=[CH:51][CH:50]=3)=[CH:4][CH:5]=2)=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 21083194(4-{[Methyl-(2,3,4,5,6-pentahydroxyhexyl)-amino]-methyl}-phenyl)-acetic acidHCID 222520324-(4-Aminomethylphenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]azetidin-2-one

Product 1

HCID 21083196N-(4-{1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]4-oxoazetidin-2-yl}-benzyl)-2-(4-{[methyl-(2,3,4,5,6-pentahydroxyhexyl)-amino]-methyl}-phenyl)-acetamide

Procedure

The synthesis was carried out analogously to Example XVe), starting with 70 mg of 4-(4-aminomethylphenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-azetidin-2-one and 114 mg of (4-{[methyl-(2,3,4,5,6-pentahydroxyhexyl)-amino]-methyl}-phenyl)-acetic acid. This gave the product of molecular weight 747.84 (C41H47F2N3O8+); MS (ESI) 748.35 (M+H+).

Workup

  1. customThis gave the product of molecular weight 747.84 (C41H47F2N3O8+)

Sources & evidence

ORD record
ord-e0e3c07808804b4e98a90ea0290e6a9f
Source dataset
uspto-grants-2007_02
Patent number
US07176194B2

Reaction notes

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