149809-43-8, ((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Example -3: Preparation of 4-(4-(4-(4-(((3R,5R)-5-((lH-l,2,4-triazol-l-yl)methyl)-5- (2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-l-yl)phenyl)-l- ((2S,3S)-2-(benzyloxy)pentan-3-yl)-lH-l,2,4-triazol-5(4H)-one of the structural formula (III) of crystalline Form B-3 l-((2S,3S)-2-(benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-l-yl)phenyl)- lH-l,2,4-triazol-5(4H)-one (4.0 Kg, 1.0 eq.) of the structural formula (II) was dissolved in Dimethyl sulfoxide (6.0 vol.) at 25¡À2C under nitrogen and cooled to 15-20 C. 25% aqueous sodium hydroxide solution (1.3 eq.) was added to the reaction mixture and was stirred for 10 minutes. ((3S,5R)-5-((lH-l,2,4-triazol-l-yl)methyl)-5-(2,4- difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate of the structural formula (I) (4.02 Kg) was added to the reaction mixture and continued to stir for lh at 15- 20 C. Reaction temperature was raised to 28¡À2C and stirred for 45-50 h. Ethyl acetate (5.0 vol.) was added to the reaction mass and cooled to 15-20 C followed by addition of water (5.0 vol.), reaction mass was slowly warmed to 25¡À2C and stirred. Layers were separated; organic layer was collected. Aqueous layer was again extracted with Ethyl acetate (3 vol.). Combined organic layers were washed with water (3 vol.) and organic layer was concentrated partially to contain 5.0 Vol. of Ethyl acetate. Cooled the partially concentrated solution to 25¡À2C and was added n-Heptane (5.0 vol.), stirred at 28¡À2C for 30 min and further diluted with n- Heptane (2.0 vol.) heated to 42¡À2C, stirred for 30 min and then slowly cooled to 28¡À2C and continue to stir at 28¡À2C for 2h. The above mixture was cooled to 0-5 C and stirred for lh. Solid was filtered; washed with Heptane (5 vol.). Dried under VTD at 60+5 C to yield 4-(4-(4-(4-(((3R,5R)-5-((lH-l,2,4-triazol- 1 -yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin- 1 – yl)phenyl)-l-((2S,3S)-2-(benzyloxy)pentan-3-yl)-lH-l,2,4-triazol-5(4H)-one of the structural formula (III) of crystalline Form B-3 with 96% yield. Characteristic Physico-Chemical Data of Crystalline Form B-3 of the Compound of Structural Formula III Physical appearance: Off-white to white solid X-ray Powder Diffraction Pattern: See Figure 3 and Table 3 DSC: See Figure 4 IR: See Figure 5
149809-43-8, The synthetic route of 149809-43-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; BIOCON LIMITED; CHARYULU, Palle, Venkata, Raghavendra; GOWDA, Dharshan, Jakkali, Chandre; RAJMAHENDRA, Shanmughasamy; RAMAN, Manikandan; (41 pag.)WO2017/51342; (2017); A1;,
Tetrahydrofuran – Wikipedia
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