Triethylene glycol monomethyl ether → 2,5,8,11-Tetraoxatridecan-13-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][C:13]([OH:15])=[O:14].O[CH2:17][C@H:18]1[O:22][C:21](=[O:23])[N:20]([C:24]2[CH:33]=[C:32]3[C:27]([CH:28]=[C:29]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=4[C:41]([F:44])([F:43])[F:42])[NH:30][C:31]3=[O:34])=[CH:26][CH:25]=2)[CH2:19]1.COCCOCCOCCO>>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][C:13]([O:15][CH2:17][C@H:18]1[O:22][C:21](=[O:23])[N:20]([C:24]2[CH:33]=[C:32]3[C:27]([CH:28]=[C:29]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=4[C:41]([F:43])([F:42])[F:44])[NH:30][C:31]3=[O:34])=[CH:26][CH:25]=2)[CH2:19]1)=[O:14].[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][C:13]([OH:15])=[O:14]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-methoxyethoxy)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-methoxyethoxy)ethoxy]ethoxy}acetic acid was synthesized by a method similar to that of Step A of Example 4-39 using triethylene glycol monomethyl ether instead of pentaethylene glycol monobenzyl ether.
Sources & evidence
- ORD record
- ord-90efb5736e5748da8d7c8d8660a81360
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07820693B2
Reaction notes
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