Diethyl iminodiacetate → N-(2-ethoxy-2-oxoethyl)-N-[5-[(12-phenoxydodecyl)oxy]-2-(phenylmethoxy)benzoyl]glycine ethyl ester
Reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:22]=[CH:23][C:24]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[C:25]([CH:29]=1)[C:26](Cl)=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:38]([CH2:45][C:46]([O:48][CH2:49][CH3:50])=[O:47])[CH2:39][C:40]([O:42][CH2:43][CH3:44])=[O:41]>>[CH2:43]([O:42][C:40](=[O:41])[CH2:39][N:38]([CH2:45][C:46]([O:48][CH2:49][CH3:50])=[O:47])[C:26](=[O:27])[C:25]1[CH:29]=[C:21]([O:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:22]=[CH:23][C:24]=1[O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH3:44]Participants
3
Procedure
The reaction of 5-[(12-phenoxydodecyl)oxy]-2-(phenylmethoxy) benzoic acid chloride with diethyl iminodiacetate under conditions described in Example 80 gave N-(2-ethoxy-2-oxoethyl)-N-[5-[(12-phenoxydodecyl)oxy]-2-(phenylmethoxy)benzoyl]glycine ethyl ester (56% yield, mp 49°-50° ). The structure was confirmed by nmr and mass spectra.
Sources & evidence
- ORD record
- ord-becde61c4bb64533b1e0a9076d398588
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05298652
Reaction notes
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