The synthetic route of 5908-62-3 has been constantly updated, and we look forward to future research findings.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.,5908-62-3
Example 26: (lR.25.7R.85f)-5-r7-(l.l-Dioxo-llambda6-isothiazolidin-2 -yl)-l.1- dioxo-l,4-dihydro-llambda6-benzori,2,41thiadiazin-3-yll-3-(4-fluoro-benzyl)-6-hydroxy-3- aza-tricvclor6.2.1.02’7lundec-5-en-4-one[00353] A reaction flask was charged with copper (I) iodide (8 mg, 0.042 mmol), sarcosine (N-methyl glycine) (9 mg, 0.1 mmol), isothiazolidine 1,1 -dioxide (204 mg, 1.685 mmol), (lR,25′,7R,85r)-3-(4-fluoro-benzyl)-6-hydroxy-5-(7-iodo-l,l- dioxo-l,4-dihydro-llambda6-benzo[l,2,4]thiadiazin-3-yl)-3-aza-tricyclo[6.2.1.02’7]undec-5- en-4-one (prepared as described in Example 19, 100 mg, 0.168 mmol) and potassium phosphate (179 mg, 0.842 mmol). The flask was degassed and backfilled with nitrogen, and then anhydrous NN-dimethylformamide (3 mL) was added. The resulting suspension was vigorously stirred at 100 0C for 17 h, and then allowed to cool to 25 0C. The mixture was diluted with ethyl acetate (30 mL) and washed with 1.0 M aqueous hydrochloric acid solution (2 x 20 mL) and saturated aqueous brine solution (40 mL). The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification by flash column chromatography (Teledyne Isco RediSep column; 1st column: 100% dichloromethane, 2n column: 5% hexanes in dichloromethane) to afford the desired product. The crude product was triturated with absolute ethanol (3 x) and dried in vacuo at 60 0C to afford the desired product, ( R,2S,1R, 8S>5 -[7-(1,I -dioxo- 1 lambda6-isothiazolidin-2-yl)- 1 , 1 -dioxo- 1 ,4-dihydro- 1 lambda6- benzo[l,2,4]thiadiazin-3-yl]-3-(4-fluoro-benzyl)-6-hydroxy-3-aza- tricyclo[6.2.1.02’7]undec-5-en-4-one (70 mg, 0.119 mmol, 71%), as a solid. 1H nuMR (400 MHz, DMSO-de) delta: 1.17 – 1.24 (2H, m), 1.40 – 1.61 (4H, m), 2.39 – 2.46 (2H, m), 2.51 – 2.54 (IH, m), 2.64 – 2.65 (IH, m), 3.03 – 3.05 (IH, m), 3.53 – 3.60 (3H, m), 3.83 (2H, t, J= 6.3 Hz), 4.43 (IH, d, J= 15.4 Hz), 4.97 (IH, d, J= 15.6 Hz), 7.15 (2H, t, J= 9.0 Hz), 7.32 – 7.35 (2H, m), 7.51 – 7.54 (2H, m), 7.62 (IH, d, J= 8.5 Hz). LC-MS (ESI) calcd for C27H27FN4O6S2 586.14, found 587.4 [M+H+].
The synthetic route of 5908-62-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; ANADYS PHARMACEUTICALS, INC.; WO2008/124450; (2008); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com