These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (R)-(-)-(2-Methylacryloyl)-2,10-camphorsultam, its application will become more common.
Application of 116195-15-4,Some common heterocyclic compound, 116195-15-4, name is (R)-(-)-(2-Methylacryloyl)-2,10-camphorsultam, molecular formula is C14H21NO3S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Step 2. Synthesis of (3aS,6R,7aR)-8,8-dimethyl-1-{[(5R)-5-methyl-4,5-dihydro-1 H-pyrazol-5- yl]carbonyl}hexahydro-3a,6-methano-2, 1 -benzisothiazole 2,2-dioxideTMSCHN262% Procedure: To a solution of (trimethylsilyl)diazomethane in ether (2M; 20ml) was added the solid (3aS,6R,7aR)-1 -methacryloyl-delta.delta-dimethylhexahydro-Sa.beta-methano^.i -benzisothiazole 2,2-dioxide and then the reaction mixture was stirred at room temperature for 72 hours. A solution formed. The solution was evaporated in vacuo and then diluted with methylene chloride (50ml), cooled to 0 C and then trifluoroacetic acid (1.2ml) was added drop wise. The mixture was stirred for 2h at 00C. The reaction mixture was diluted with ethyl acetate (200ml) and washed with sat. NaHCO3 (200 imL). The organic phase was washed with brine (200 mL) and then dried with magnesium sulfate. The organic solvents were removed in vacuo and the product purified by silica gel chromatography (eluant 10-100 EtOAc in hexane) and then treated with ether. The product was isolated as a solid (2.9Og, 56% yield). Optical rotation = 0.02Og in 2ml; c=0.01g/ml {C= 1 (CHCI3)); measurement -0.287; optical rotation = – 0.287×4000/10 = – 114.8 (using a Perkin-Elmer 241 Polarimeter).Combustion Analysis:1 H NMR (400 MHz, DMSO-D6) delta ppm 0.87 (m, 3 H), 0.98 (s, 3 H),1.21 (m, 1 H), 1.32 (s, 3 H), 1.40 (m, 1 H), 1.71 (m, 4 H), 1.85 (dd, J=13.35, 7.70 Hz, 1 H), 2.54 (dd, J=17.16, 1.56 Hz, 1 H), 3.13 (dt, J=17.20, 1.34 Hz, 1 H)1 3.64 (d, J=14.04 Hz, 1 H), 3.74 (d, J=14.04 Hz1 1 H), 3.83 (dd, J=7.60, 4.68 Hz, 1 H), 6.62 ;(t, J=1.46 Hz, 1 H), 6.78 (S1 1 H)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (R)-(-)-(2-Methylacryloyl)-2,10-camphorsultam, its application will become more common.
Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/65503; (2008); A1;,
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