Category: 94594-90-8

94594-90-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, cas is 94594-90-8,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

[00124] [3aS-[1(E),3a,6,7a]]-1-[3-(3,4-difluorophenyl)-1-oxo-2-propenyl]-hexahydro-8,8-dimethyl-3H-3a,6-methano-2,l-benzisothiazole-2,2-dioxide: At 0-5 0C, a solution of 3-(3,4-difluoro-phenyl)-acryloyl chloride in dichloromethane (30 mL) was added to a mixture of (2R)-bornane-10,2-sultam (14.5 g, 67.35 mmol, 1.00 equiv), triethylamine (20.4 g, 201.98 mmol, 3.00 equiv), and dichloromethane (120 mL). The resulting solution was stirred at ambient temperature for about 3 hours and then water (40 mL) was added. Standard extractive workup with dichloromethane (2 x 40 mL) gave the title product as an off-white solid (18.5 g; yield = 72 percent). 1H NMR (300 MHz, CDCl3) delta: 7.68 (d, / = 15.6 Hz, 1 H), 7.15- 7.45 (m, 3 H), 7.19 (d, J = 15.6 Hz, 1 H), 4.00 (m, 1 H), 3.55 (q, J1 =13.8 Hz, J2 = 24.0 Hz ), 2.18 (m, 2 H), 1.93 (m, 2 H), 1.37-1.48 (m, 2 H), 1.22 (s, 3 H), 0.96 (s, 3 H).

The chemical industry reduces the impact on the environment during synthesis,94594-90-8,(3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide,I believe this compound will play a more active role in future production and life.

Reference：
Patent; AUSPEX PHARMACEUTICALS, INC.; RAO, Tadimeti; ZHANG, Chengzhi; WO2011/17108; (2011); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

94594-90-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, cas is 94594-90-8,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

Take 30 g of the resulting intermediate, add 250 mL of dichloromethane. After stirring to clarify,37 g of camphorsulfonamide and 9. 6 g of N, N’-4-dimethylaminopyridine (DMAP) were added and the reaction was cooled to 10 ¡ã C. A solution of 75 g of N, N’-dicyclohexylcarbodiimide (DCC) and 50 mL of DCM was added dropwise, and the temperature of the dropping process was below 20 ¡ã C. After completion of the dropwise addition, the reaction was carried out at 20 ¡ã C to 25 ¡ã C for 18 hours. After completion of the reaction, the reaction solution was filtered and the resulting filtrate was washed once with 50 mL of water and once with 25 mL of saturated brine. After the dichloromethane phase was concentrated, 300 mL of n-heptane was added to precipitate a solid. Filtered and then dried to give 56 g of a solid, 99.8percent purity, 91percent yield.

The chemical industry reduces the impact on the environment during synthesis,94594-90-8,(3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Dalian Honkai Chemical Development Co., Ltd; Sun, Liquan; Zhao, xinjun; Feng, Yan-shu; Gao, Hanrong; cornille, Fabrice; Canevotti, Renato; (12 pag.)CN106588841; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

It is a common heterocyclic compound, the isothiazole compound, (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, cas is 94594-90-8 its synthesis route is as follows.

Example 2(R)-5-Methyl-4,5-dihydro-pyrazole-1 ,5-dicarboxylic acid 1 -[(4-chloro-phenyl)-amide] 5-{[2-fluoro-4- (2-oxo-2H-pyridin-1-yl)-phenyl]-amide}Step 1. Synthesis of (3aS,6R,7aR)-1-methacryloyl-8,8-dimethylhexahydro-3a,6-methano-2,1- benzisothiazole 2,2-dioxide(1 S)-(-)-2,10-camphorsultamProcedure: To a solution of (1S)-(-)-2,10-camphorsultam (1.160g, 5.388 mmoles) in toluene (10ml) was added sodium hydride (60percent in oil, 0.323g, 8.08 mmoles). Stirred for 1.5 hours Added methacryoyl chloride (1.126g, 10.78 mmoles) directly to the reaction mixture. Stirred at room temperature overnight, Evaporated, extracted into ethylacetate, washed with 1 N HCI, dried MgSO4, evaporated in vacuo and purified by chromatography (0-20percent EtOAc in hexane) to afford the desired compound (1.24Og, 81percent) 1 H NMR (400 MHz, DMSO-D6) delta ppm 0.90 (s, 3 H), 1.08 (s, 3 H), 1.23 (m 1 H), 1.42 (m, 1 H), 1.78 (m, 5 H), 1.81 (m, 3H), 3.26 (s, 4 H), 3.56 (d, J=14.04 Hz, 1 H), 3.77 (d, J=14.04 Hz, 1 H)1 3.91 (m, 1 H), 5.48 (s, 1 H)1 5.60 (s,1 H)

94594-90-8, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,94594-90-8 ,(3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2008/65503; (2008); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

94594-90-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, cas is 94594-90-8,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

In a round-bottomed flask, 80 g of (1S)-(-)-2,10-camphorsultam, 236.4 g of methyl tert-butyl ether, 2.27 g of 4-(dimethylamino)-pyridine and 41.36 g of triethylamine were placed, and to this, 63.46 g of capryloyl chloride was added dropwise at room temperature. After stirring for 1 hour, the reaction solution was added to a mixed solution of 7.75 g of 35percent hydrochloric acid and 200 g of water, and the organic layer was separated. The organic layer was washed with 25percent aqueous sodium hydroxide solution and subsequently with water, and concentrated under reduced pressure. Thus, 125.34 g of the titled compound was obtained (quality: 99.7percent measured by GC).Gas chromatography analysis was carried out using Shimadzu GC-14A (Column: 5percent Silicone OV-17 manufactured by GL Science, Detector: FID).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, 94594-90-8

Reference£º
Patent; Yamazaki, Shigeya; Hosoya, Takeshi; US2009/118542; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 94594-90-8, its synthesis route is as follows.,94594-90-8

[00124] [3aS-[1(E),3a,6,7a]]-1-[3-(3,4-difluorophenyl)-1-oxo-2-propenyl]-hexahydro-8,8-dimethyl-3H-3a,6-methano-2,l-benzisothiazole-2,2-dioxide: At 0-5 0C, a solution of 3-(3,4-difluoro-phenyl)-acryloyl chloride in dichloromethane (30 mL) was added to a mixture of (2R)-bornane-10,2-sultam (14.5 g, 67.35 mmol, 1.00 equiv), triethylamine (20.4 g, 201.98 mmol, 3.00 equiv), and dichloromethane (120 mL). The resulting solution was stirred at ambient temperature for about 3 hours and then water (40 mL) was added. Standard extractive workup with dichloromethane (2 x 40 mL) gave the title product as an off-white solid (18.5 g; yield = 72 percent). 1H NMR (300 MHz, CDCl3) delta: 7.68 (d, / = 15.6 Hz, 1 H), 7.15- 7.45 (m, 3 H), 7.19 (d, J = 15.6 Hz, 1 H), 4.00 (m, 1 H), 3.55 (q, J1 =13.8 Hz, J2 = 24.0 Hz ), 2.18 (m, 2 H), 1.93 (m, 2 H), 1.37-1.48 (m, 2 H), 1.22 (s, 3 H), 0.96 (s, 3 H).

With the complex challenges of chemical substances, we look forward to future research findings about (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide

Reference£º
Patent; AUSPEX PHARMACEUTICALS, INC.; RAO, Tadimeti; ZHANG, Chengzhi; WO2011/17108; (2011); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, and cas is 94594-90-8, its synthesis route is as follows.,94594-90-8

Example 2(R)-5-Methyl-4,5-dihydro-pyrazole-1 ,5-dicarboxylic acid 1 -[(4-chloro-phenyl)-amide] 5-{[2-fluoro-4- (2-oxo-2H-pyridin-1-yl)-phenyl]-amide}Step 1. Synthesis of (3aS,6R,7aR)-1-methacryloyl-8,8-dimethylhexahydro-3a,6-methano-2,1- benzisothiazole 2,2-dioxide(1 S)-(-)-2,10-camphorsultamProcedure: To a solution of (1S)-(-)-2,10-camphorsultam (1.160g, 5.388 mmoles) in toluene (10ml) was added sodium hydride (60percent in oil, 0.323g, 8.08 mmoles). Stirred for 1.5 hours Added methacryoyl chloride (1.126g, 10.78 mmoles) directly to the reaction mixture. Stirred at room temperature overnight, Evaporated, extracted into ethylacetate, washed with 1 N HCI, dried MgSO4, evaporated in vacuo and purified by chromatography (0-20percent EtOAc in hexane) to afford the desired compound (1.24Og, 81percent) 1 H NMR (400 MHz, DMSO-D6) delta ppm 0.90 (s, 3 H), 1.08 (s, 3 H), 1.23 (m 1 H), 1.42 (m, 1 H), 1.78 (m, 5 H), 1.81 (m, 3H), 3.26 (s, 4 H), 3.56 (d, J=14.04 Hz, 1 H), 3.77 (d, J=14.04 Hz, 1 H)1 3.91 (m, 1 H), 5.48 (s, 1 H)1 5.60 (s,1 H)

With the complex challenges of chemical substances, we look forward to future research findings about 94594-90-8,belong isothiazole compound

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2008/65503; (2008); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belong isothiazole compound,(3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide,94594-90-8,Molecular formula: C10H17NO2S,mainly used in chemical industry, its synthesis route is as follows.,94594-90-8

To a stirred solution of 4-methyl itaconate (1) (864 mg, 6.0 mmol) in dry CH2Cl2 (23 ml) were added 4-(dimethylamino)pyridine (161 mg, 1.3 mmol) and (S)-(?)-2,10-camphorsultam (15) (431 mg, 2.0 mmol). The mixture was cooled to 0 ¡ãC and N,N?-dicyclohexylcarbodiimide (1.36 g, 6.6 mmol) was added. The mixture was stirred at 0 ¡ãC for 1 h under N2 atmosphere. The solution was warmed to room temperature and further stirred overnight. The resulting precipitates of N,N?-dicyclohexylurea were filtered off and the filtrate was washed successively with 5percent aqueous NaHCO3, water, 1 N HCl, water and brine. The organic layer was dried over anhydrous Na2SO4 and evaporated in vacuo. The residue was purified by column chromatography on silica gel [ SiO2 51 g; hexane?EtOAc (5:1 then 3:1 v/v)] to afford amide 2 (612 mg, 90percent) as a colourless solid. Mp 86.2 ¡ãC (from diethyl ether); [alpha]D22 ?82.9 (c 1.95, CHCl3); IR (KBr) 3119, 1738, 1674, 1633, 1436, 1328, 1175, 1132, 1114, 1063, 979, 764 cm?1; 1H NMR (600 MHz) delta 6.05 (1H, d, J=1.0 Hz, =CHH), 5.88 (1H, d, J=1.0 Hz, =CHH), 4.06 (1H, dd, J=7.5, 4.9 Hz, NCH), 3.69 (3H, s, OMe), 3.52 (1H, d, J=13.7 Hz, CHHSO2), 3.47 (1H, d, J=16.1 Hz, CHHCO2Me), 3.45 (1H, d, J=13.7 Hz, CHHSO2), 3.25 (1H, d, J=16.1 Hz, CHHCO2Me), 2.05?2.00 (2H, m, CH2), 2.00?1.85 (3H, m, CH, CH2), 1.49?1.29 (2H, m, CH2), 1.22 (3H, s, Me), 1.00 (3H, s, Me); 13C NMR (100 MHz) delta 169.9, 169.0, 135.6, 127.7, 65.4, 53.2, 51.8, 47.8, 47.5, 44.9, 38.0, 32.9, 26.2, 20.9, 19.7; MS (EI+) (m/z) 341 (M+, 1percent), 310 (15), 277 (16), 218 (19), 127 (100), 99 (72), 69 (32), 59 (25); HRMS calcd for C16H24NO5S (MH+) 342.1375, found 342.1396.

With the synthetic route has been constantly updated, we look forward to future research findings about (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide,belong isothiazole compound

Reference£º
Article; Kumazaki, Eri; Nagano, Hajime; Tetrahedron; vol. 69; 16; (2013); p. 3486 – 3494;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

94594-90-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, cas is 94594-90-8,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

Example 3Step 1. Synthesis of (3aS,6R,7aR)-1 -methaciotayloyl-8,8-dimethylhexahydro-3a,6-methano-2,1- benzisothiazole 2,2-dioxide.(1 S)-(-)-2,10-camphorsultamProcedure: To a solution of the (1S)-(-)-2,10-camphorsultam (5.00Og, 23.22 mmoles) in anhydrous THF (50ml) at -20¡ã C was added lithium chloride (1.08g, 25.5 mmoles, – small balls), triethylamine (4.21 ml, 30.2 mmoles, 1.30 equivalents.) and then the mixture was allowed to stir for 10 minutes. The lithium chloride did not go into solution. 2-methylacrylic anhydride (4.15 ml, 27.9 mmoles, 1.20 equivalents.) in THF (15ml) was then added. The internal temperature varied between -20¡ã C and -10¡ã C during addition which took about 5 minutes. The thick white mixture was stirred within the cooling bath and allowed to reach room temperature. After stirring overnight the white heterogeneous reaction mixture was added to 350ml of water with stirring. The white crystalline solid (3aS,6R,7aR)-1 -methacryloyl-8,8- dimethylhexahydro-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (6.302g, 96percent yield) was collected and dried under vacuum.-Analytical HPLC run with a Vydac 218TP54 C18 reverse phase column run with solvents A: 0.1percent trifluoroacetic acid in H2O and B: 0.1percent trifluoroacetic acid in acetonitrile. Gradient (0 to 100percentB) over 22 minutes. Retention time 18.166 min (100percent).Optical rotation = 0.02Og in 2ml; c=0.01g/ml (C= 1 (CHCI3)}; measurement -0.226; optical rotation = – 0.226×4000/10 = – 90.4.Combustion Anal sis:Steps 2 through 5 were performed as in Example 2.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, 94594-90-8

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2008/65503; (2008); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.94594-90-8,(3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide,as a common compound, the synthetic route is as follows.

In a round-bottomed flask, 80 g of (1S)-(-)-2,10-camphorsultam, 236.4 g of methyl tert-butyl ether, 2.27 g of 4-(dimethylamino)-pyridine and 41.36 g of triethylamine were placed, and to this, 63.46 g of capryloyl chloride was added dropwise at room temperature. After stirring for 1 hour, the reaction solution was added to a mixed solution of 7.75 g of 35percent hydrochloric acid and 200 g of water, and the organic layer was separated. The organic layer was washed with 25percent aqueous sodium hydroxide solution and subsequently with water, and concentrated under reduced pressure. Thus, 125.34 g of the titled compound was obtained (quality: 99.7percent measured by GC).Gas chromatography analysis was carried out using Shimadzu GC-14A (Column: 5percent Silicone OV-17 manufactured by GL Science, Detector: FID)., 94594-90-8

The synthetic route of 94594-90-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Yamazaki, Shigeya; Hosoya, Takeshi; US2009/118542; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

94594-90-8, (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 4-methyl itaconate (1) (864 mg, 6.0 mmol) in dry CH2Cl2 (23 ml) were added 4-(dimethylamino)pyridine (161 mg, 1.3 mmol) and (S)-(?)-2,10-camphorsultam (15) (431 mg, 2.0 mmol). The mixture was cooled to 0 ¡ãC and N,N?-dicyclohexylcarbodiimide (1.36 g, 6.6 mmol) was added. The mixture was stirred at 0 ¡ãC for 1 h under N2 atmosphere. The solution was warmed to room temperature and further stirred overnight. The resulting precipitates of N,N?-dicyclohexylurea were filtered off and the filtrate was washed successively with 5percent aqueous NaHCO3, water, 1 N HCl, water and brine. The organic layer was dried over anhydrous Na2SO4 and evaporated in vacuo. The residue was purified by column chromatography on silica gel [ SiO2 51 g; hexane?EtOAc (5:1 then 3:1 v/v)] to afford amide 2 (612 mg, 90percent) as a colourless solid. Mp 86.2 ¡ãC (from diethyl ether); [alpha]D22 ?82.9 (c 1.95, CHCl3); IR (KBr) 3119, 1738, 1674, 1633, 1436, 1328, 1175, 1132, 1114, 1063, 979, 764 cm?1; 1H NMR (600 MHz) delta 6.05 (1H, d, J=1.0 Hz, =CHH), 5.88 (1H, d, J=1.0 Hz, =CHH), 4.06 (1H, dd, J=7.5, 4.9 Hz, NCH), 3.69 (3H, s, OMe), 3.52 (1H, d, J=13.7 Hz, CHHSO2), 3.47 (1H, d, J=16.1 Hz, CHHCO2Me), 3.45 (1H, d, J=13.7 Hz, CHHSO2), 3.25 (1H, d, J=16.1 Hz, CHHCO2Me), 2.05?2.00 (2H, m, CH2), 2.00?1.85 (3H, m, CH, CH2), 1.49?1.29 (2H, m, CH2), 1.22 (3H, s, Me), 1.00 (3H, s, Me); 13C NMR (100 MHz) delta 169.9, 169.0, 135.6, 127.7, 65.4, 53.2, 51.8, 47.8, 47.5, 44.9, 38.0, 32.9, 26.2, 20.9, 19.7; MS (EI+) (m/z) 341 (M+, 1percent), 310 (15), 277 (16), 218 (19), 127 (100), 99 (72), 69 (32), 59 (25); HRMS calcd for C16H24NO5S (MH+) 342.1375, found 342.1396., 94594-90-8

As the paragraph descriping shows that 94594-90-8 is playing an increasingly important role.

Reference£º
Article; Kumazaki, Eri; Nagano, Hajime; Tetrahedron; vol. 69; 16; (2013); p. 3486 – 3494;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com