4-Isobutylbenzoic acid → HCID 68525595, compound
Reaction equation
[CH2:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=O)=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.[Si]([O:43][CH:44]1[C:49]2[CH:50]=[C:51]([C:53](=[N:55]O)[NH2:54])[O:52][C:48]=2[CH2:47][CH2:46][CH2:45]1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:9]2[O:11][N:55]=[C:53]([C:51]3[O:52][C:48]4[CH2:47][CH2:46][CH2:45][CH:44]([OH:43])[C:49]=4[CH:50]=3)[N:54]=2)=[CH:12][CH:13]=1)[CH:2]([CH3:3])[CH3:4]Participants
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Procedure
The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 5 (5a) using 4-isobutylbenzoic acid (0.12 g, 0.66 mmol), 1-hydroxybenzotriazole (0.11 g, 0.78 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.14 g, 0.72 mmol), 4-{[t-butyl(dimethyl)silyl]oxy}-N′-hydroxy-4,5,6,7-tetrahydro-1-benzofuran-2-carboximidamide (0.19 g, 0.6 mmol) that was obtained in Example 7 (7d), and tetrabutylammonium fluoride (a 1.0 M solution in tetrahydrofuran, 1.2 ml, 1.2 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:2-1:1) as the eluent to afford the title compound (0.15 g) in a yield of 75% as a pale yellowish oily product.
Workup
- customthe similar reaction to
Sources & evidence
- ORD record
- ord-ba1ec5db613a4e40a3ff416842aaf89b
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07687491B2
Reaction notes
Loading…