Diethyl iminodiacetate → N-(2-ethoxy-2-oxoethyl)-N-[3-[3-(4-methoxyphenoxy)propoxy]-5-(octadecyloxy)benzoyl]glycine ethyl ester
Reaction equation
[CH3:1][O:2][C:3]1[CH:41]=[CH:40][C:6]([O:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:13]=[C:14]([CH:18]=[C:19]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH:20]=2)[C:15](O)=[O:16])=[CH:5][CH:4]=1.[NH:42]([CH2:49][C:50]([O:52][CH2:53][CH3:54])=[O:51])[CH2:43][C:44]([O:46][CH2:47][CH3:48])=[O:45]>>[CH2:53]([O:52][C:50](=[O:51])[CH2:49][N:42]([CH2:43][C:44]([O:46][CH2:47][CH3:48])=[O:45])[C:15](=[O:16])[C:14]1[CH:18]=[C:19]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH:20]=[C:12]([O:11][CH2:10][CH2:9][CH2:8][O:7][C:6]2[CH:40]=[CH:41][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH:13]=1)[CH3:54]Participants
3
Procedure
3-[3-(4-Methoxyphenoxy)propoxy]-5-(octadecyloxy)benzoic acid was converted to the acid chloride which was treated with diethyl iminodiacetate using the procedure of Example 17 to give N-(2-ethoxy-2-oxoethyl)-N-[3-[3-(4-methoxyphenoxy)propoxy]-5-(octadecyloxy)benzoyl]glycine ethyl ester as an oil which exhibited nmr and mass spectra consistent with the structure.
Sources & evidence
- ORD record
- ord-0218a251147b4deeb0f08be91e51b6d1
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05298652
Reaction notes
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