Adding a certain compound to certain chemical reactions, such as: 346-06-5, (2-(Trifluoromethyl)phenyl)methanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 346-06-5, blongs to alcohols-buliding-blocks compound. 346-06-5
Polystyrene triphenylphoshine (9.84 g, 1.58 mmol/gram, 15.5 mmol) was stirred in 100 mL of [DICHLOROMETHANE] for ten minutes. The regioisomeric mixture of methyl [5- (6-] { [(1,1-dimethylethyl)(diphenyl)silyl]oxy}-1H-benzimidazol-1-yl)-3-hydroxy-2- [THIOPHENECARBOXYLATE] and methyl [5- (5-] { [(1,1-dimethylethyl)-(diphenyl)silyl]oxy}-1H- [BENZIMIDAZOL-1-YL)-3-HYDROXY-2-THIOPHENECARBOXYLATE] (5.48 g, 10.4 mmol) was added in a single portion. 2-(Trifluromethyl)benzyl alcohol (1.68 mL, 12.6 mmol) was added via syringe, and the solution was cooled to [0] [OC.] [DI-TERT-BUTYL AZODICARBOXYLATE] (3.58 g, 15.5 mmol) was dissolved in 20 [ML OF DICHLOROMETHANE] and added dropwise via addition funnel. The reaction was warmed to room temperature and stirred for 1.5 hours. The mixture was filtered through filter paper, and the solid was washed with dichloromethane and methanol. The filtrate was concentrated and purified by flash chromatography to afford 2.89 g [(41percent)] of methyl 5-(5-{[(1, 1- dimethylethyl)(diphenyl)silyl]oxy}-1H-benzimidazol-1-yl)-3-({[2- [(TRIFLUOROMETHYL) PHENYL] METHYL} OXY)-2-THIOPHENECARBOXYLATE] and 2.69 g [(38percent)] of methyl [5- (6- { [ (1, 1-DIMETHYLETHYL) (DIPHENYL) SILYL] OXY}-1 H-BENZIMIDAZOL-1-YL)-3- ( { [2-] (trifluoromethyl)phenyl]methyl}oxy)-2-thiophenecarboxylate. Data for 5-OTBDPS regioisomer [:APOS;H] NMR (300 MHz, [DMSO-D6)] [8] 8.66 (s, 1 H), 7.98 (d, J = 7.6 Hz, 1 H), 7.86- 7.60 (m, 9H), 7.56-7. 44 (m, 6H), 7.01 (s, 1 H), 6.99 (dd, J = 6.7, 2.4 Hz, 1 H), 5.51 (s, 2H), 3.79 (s, 3H), 1.10 (s, 9H). MS [(ES+,] m/z) 687 [(M+1).] Data for 6-OTBDPS regioisomer: ‘H NMR (300 MHz, [DMSO-D6)] 8 8.60 (s, [1 H),] 7.99 (d, J= 7.6 Hz, [1 H),] 7.87-7. 57 (m, 9H), 7.54-7. 42 (m, 6H), 7.07 (d, J = 2.0 Hz, 1 H), 6.92 [(DD,] J = 8.8, 2.3 Hz, 1 H), 5.46 (s, 2H), 3.84 (s, [3H),] 1.11 (s, 9H). MS [(ES+,] m/z) 687 [(M+1).]
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,346-06-5, its application will become more common.
Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/14899; (2004); A1;,
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