3,6,9,12,15,18-Hexaoxanonadecan-1-ol → 2,5,8,11,14,17,20-Heptaoxadocosan-22-oic acid
Reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][C:22]([OH:24])=[O:23].O[CH2:26][C@H:27]1[O:31][C:30](=[O:32])[N:29]([C:33]2[CH:42]=[C:41]3[C:36]([CH:37]=[C:38]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=4[C:50]([F:53])([F:52])[F:51])[NH:39][C:40]3=[O:43])=[CH:35][CH:34]=2)[CH2:28]1.COCCOCCOCCOCCOCCOCCO>>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][C:22]([O:24][CH2:26][C@H:27]1[O:31][C:30](=[O:32])[N:29]([C:33]2[CH:42]=[C:41]3[C:36]([CH:37]=[C:38]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=4[C:50]([F:52])([F:51])[F:53])[NH:39][C:40]3=[O:43])=[CH:35][CH:34]=2)[CH2:28]1)=[O:23].[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][C:22]([OH:24])=[O:23]Participants
5
Reactant 3
Product 2
Procedure
The title compound was synthesized by a condensation method similar to that of Step A of Example 3-1 using {2-[2-(2-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}acetic acid instead of Boc-Sar-OH and 7-((S)-5-hydroxymethyl-2-oxooxazolidin-3-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one obtained in Step B of Example 1-13 instead of 7-((R)-5-hydroxymethyl-2-oxooxazolidin-3-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one obtained in Step B of Example 1-14. However, {2-[2-(2-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}acetic acid was synthesized by a method similar to that of Step A of Example 4-39 using hexaethylene glycol monomethyl ether instead of pentaethylene glycol monobenzyl ether.
Sources & evidence
- ORD record
- ord-52336a3373c3421c90096ad6522e4979
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07820693B2
Reaction notes
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