1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → tert-butyl (3RS,4RS)-3-(naphthalen-2-ylmethoxy)-4-[4-[2-[4-(2-trimethylsilanyl-ethoxy methoxy)-benzoyloxy]-ethoxy]-phenyl]-piperidine-1-carboxylate
Reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH:12]2[O:24][CH2:25][C:26]2[CH:35]=[CH:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=2)=[CH:7][CH:6]=1.[CH3:36][Si:37]([CH3:53])([CH3:52])[CH2:38][CH2:39][O:40][CH2:41][O:42][C:43]1[CH:51]=[CH:50][C:46]([C:47](O)=[O:48])=[CH:45][CH:44]=1.Cl.C(N=C=NCCCN(C)C)C>>[CH:27]1[C:28]2[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:34]=[CH:35][C:26]=1[CH2:25][O:24][CH:12]1[CH:11]([C:8]2[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][O:1][C:47](=[O:48])[C:46]3[CH:50]=[CH:51][C:43]([O:42][CH2:41][O:40][CH2:39][CH2:38][Si:37]([CH3:52])([CH3:36])[CH3:53])=[CH:44][CH:45]=3)=[CH:6][CH:7]=2)[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:21])[CH3:22])=[O:18])[CH2:13]1Participants
4
Reactant 3
Product 1
Procedure
In an analogous manner to that described under Example 24(l), from tert-butyl (3RS,4RS)-4-[4-(2-hydroxy-ethoxy)-phenyl]-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylate and 4-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid using N-ethyl-N'-(3-dimethylaminopropyl)-carbodiimide hydrochloride (EDC) as the condensation agent there was obtained tert-butyl (3RS,4RS)-3-(naphthalen-2-ylmethoxy)-4-[4-[2-[4-(2-trimethylsilanyl-ethoxymethoxy)-benzoyloxy]-ethoxy]-phenyl]-piperidine-1-carboxylate as a colourless, amorphous solid; MS: 728 (M+H)+.
Sources & evidence
- ORD record
- ord-d24c7beb02f2431380f392a7e56b8bf5
- Source dataset
- uspto-grants-2000_04
- Patent number
- US06051712
Reaction notes
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