Month: September 2020

Name is 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 128453-98-5, its synthesis route is as follows.,128453-98-5

Step 3 Synthesis of Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester 3-(4-phenyl-butyl) ester (compound 64) Compound 64 was prepared from compound 63 (70% yield) by a synthetic method analogous to Example 3-Step 3. Spectral analysis of the product was consistent with compound 64: 1H NMR (CDCl3): (two rotamers) delta 7.4-7.1 (5H, m), 4.3-4.1 (3H, m), 3.78 (1H, m), 3.39 (1H, m), 3.2-3.0 (3H, m), 2.78 (1H, d, J=13 Hz), 2.60 (2H, m), 1.62 (9H, s).

With the complex challenges of chemical substances, we look forward to future research findings about 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid

Reference£º
Patent; Guo, Chuangxing; Dong, Liming; Hou, Xinjun J.; Vanderpool, Darin; Villafranca, Jesus Ernest; US2002/61881; (2002); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

4-bromomethylphenylboronic acid pinacol ester (50.00 g, 16.84 mmol), 1,1-dioxide thiomorpholine(27.36 g, 20.24 mmol), potassium carbonate (27.92 g, 20.20 mmol) was added to a reaction flask, 250 mL of N,N-dimethylformamide was added, and the reaction was stirred at 80 C. for 4 hours. After cooling to room temperature, the reaction solution was poured into 1250 mL of ice water, stirred for 30 minutes, and the title product was collected by suction filtration. The white solid was 47.2 g, and the yield was 79.7%.

With the complex challenges of chemical substances, we look forward to future research findings about 39093-93-1,belong Thiomorpholine compound

Reference£º
Patent; China Pharmaceutical Research And Development Center Co., Ltd.; Yin Huijun; Yan Xu; Zong Libin; Dong Liuxin; Han Yachao; Xi Qingchuan; Dou Haoshuai; Yang Yan; (48 pag.)CN107759587; (2018); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO283,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

[0162] 2-(4-Bromomethyl-phenyl)-4,4,5,5-tetramethyl-[l,3,2]dioxaborolane (1 eq) and DIPEA (2 eq) are dissolved in DCM/MeOH (5: 1 v:v) under N2 and thiomorpho line 1,1 -dioxide (2 eq) is added portionwise. The resulting solution is stirred at room temperature for 16 h. After this time, the reaction is complete. The solvent is evaporated. The compound is extracted with EtOAc and water, washed with brine and dried over anhydrous MgSO i. Organic layers are filtered and evaporated. The final compound is isolated without further purification.

With the synthetic route has been constantly updated, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

Reference£º
Patent; GALAPAGOS NV; WIGERINCK, Piet, Tom, Bert, Paul; VAN ‘T KLOOSTER, Gerben, Albert, Eleutherius; (142 pag.)WO2016/165952; (2016); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

Step 2 Preparation of (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)octadecahydro-1H-cyclopenta[a]chrysen-9(5bH)-one To a solution of (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-(aziridin-1-yl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)octadecahydro-1H-cyclopenta[a]chrysen-9(5bH)-one (4.0 g, 8.85 mmol) and thiomorpholine 1,1-dioxide (4.79 g, 35.4 mmol) in toluene (30 mL) was added boron trifluoride diethyl etherate (1 mL in 100 mL of toluene, 10 mL) forming a yellow suspension. The mixture was sonicated for 2 min, then stirred at RT for 5 days. The reaction mixture was diluted with EtOAc (200 mL), washed with NaHCO3 (200 mL), dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by a silica gel column (160 gm) eluted with 20-50percent of EtOAc/Hexane to give desired ketone (2.95 g, 57percent) as a solid. MS: m/e 587.5 (M+H)+, 2.39 min (method 4). 1H NMR (400 MHz, CHLOROFORM-d) delta 4.74-4.70 (m, 1H), 4.62-4.59 (m, 1H), 3.11-2.99 (m, 7H), 2.72-2.36 (m, H), 1.98-0.82 (m. 23H), 1.69 (s, 3H), 1.08 (s, 6H), 1.04 (s, 3H), 0.98 (s, 3H), 0.95 (s, 3H).

With the complex challenges of chemical substances, we look forward to future research findings about 39093-93-1,belong Thiomorpholine compound

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Swidorski, Jacob; Meanwell, Nicholas A.; Regueiro-Ren, Alicia; Sit, Sing-Yuen; Chen, Jie; Chen, Yan; US2013/210787; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Name is Thiomorpholine 1,1-dioxide, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

Step 1: 2-bromo-5-iodopyridine (1.24 g, 4.35 mmol), thiomorpholine-1,1-dioxide (882 mg, 6.53 mmol) and NaOtBu (1 .04 g, 10.87 mmol) were charged to a screw cap tube, dry toluene (25 mL) was added and the mixture was degassed by nitrogen bubbling for 5 mm. Then XantPhos (250 mg, 0.44 mmol) and Pd2(dba)3 (200 mg, 0.22 mmol) were incorporated and the tube was closed under nitrogen atmosphere. The reaction mixture was stirred at rt for 4 days. EtOAc and water were added. The phases were separated. The organic layer was dried over Mg504, filtered and the solution was concentrated to dryness. The crude material was absorbed on silica gel and purified by column chromatography eluting with CH2CI2 and a gradient of CH2CI2/MeOH from [100:0] to [95:5]. The product fractions were combined and concentrated to dryness to afford 4-(6-bromopyridin-3-yl)-1-thiomorpholine-1 ,1-dione Ex.36a (730 mg, 57percent) as yellow solid.

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide

Reference£º
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (144 pag.)WO2018/138359; (2018); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

[3712] A solution of methyl 3-fluoi -4-(( l -mf.i yl- l H-indazol-7-yl)amino)methyl)benzoate (0.384 g, 1.226 mmol), N,N-diisopropylethylamine (1.281 mL, 7.353 mmol) and triphosgene (0.182 g, 0.613 mmol) in dichloromethane (5 mL) was stirred at the room temperature for 30 min, and mixed with thiomorpholine 1 , 1-dioxide (0.166 g, 1.226 mmol). The reaction mixture was stirred at the same temperature for additional 18 hr. Then, water was added to the reaction mixture, followed by extraction with dichloromethane. The bi-phasic mixture was passed through a plastic frit to remove the solid residues and aqueous layer, and the organic layer collected was concentrated in vacuo. The residue was chromatographed (Si02, 12 g cartridge; methanol / dichloromethane = 0 percent to 5 percent) to give methyl 3-fluoro-4-((N-( 1 -methyl- 1 H-indazol-7-y 1)- 1 , 1 -dioxidothiomorpholine-4-carboxamido )methyl)benzoate as pale yellow oil (0.510 g, 87.7 percent).

With the complex challenges of chemical substances, we look forward to future research findings about 39093-93-1,belong Thiomorpholine compound

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; KIM, Yuntae; LEE, Chang Sik; SONG, Hyeseung; GWAK, Dal-Yong; LEE, Jaeyoung; OH, Jung Taek; LEE, Chang Gon; KIM, II Hyang; (1041 pag.)WO2017/23133; (2017); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO141,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

6-bromodihydrobenzofuran-3-one (1 g, 4 mmol)And 1,1-dioxothiomorpholine (0.7 g, 4 mmol) soluble in 1,2-dichloroethane (30mL), Sodium triacetylborohydride (1 g, 20 mmol) was added.Stir at room temperature for 8 hours.The reaction solution was concentrated to dryness.Purified by silica gel column chromatography,A white solid (0.9 g, 91%) was obtained.

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

Reference£º
Patent; Shanghai Xiangjin Biological Technology Co., Ltd.; Sun Fang; Zhan Youni; (53 pag.)CN108341814; (2018); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Name is Thiomorpholine 1,1-dioxide hydrochloride, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 59801-62-6, its synthesis route is as follows.,59801-62-6

A mixture of 3-[2-amino-4-(4-chlorophenyl)-5-thiazolyl]propionic acid (2.67 g), diethyl cyanophosphate (1.69 g), thiomorpholine-1,1-dioxide hydrochloride (1.62 g), triethylamine (2.9 ml) and N,N-dimethylformamide (40 ml) was stirred at room temperature for 3 hrs. The reaction mixture was poured into water, extracted with ethyl acetate, washed with 0.1N aqueous sodium hydroxide solution and water, dried over anhydrous magnesium sulfate and concentrated. The precipitated solid was collected by filtration to give 4-{3-[2-amino-4-(4-chlorophenyl)-5-thiazolyl]propanoyl]thiomorpholine-1,1-dioxide as a colorless powder. Recrystallization from ethanol-isopropyl ether gave colorless prism crystals. melting point: 220-222C.

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide hydrochloride

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP1486490; (2004); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine-1-oxide hydrochloride, and cas is 76176-87-9, its synthesis route is as follows.,76176-87-9

A solution of lambda/-(7-chloro-2-methylpyrazolo[l,5-alpha]pyrimidin-5-yl)-4-(2- hydroxypropan-2-yl)benzamide (2F, 52 mg, 0.151 mmol), thiomorpholine-iS’-oxide hydrochloride (91 mg, 0.557 mmol), and JV,jV-diisopropylethylamine (79 mg, 0.467 mmol) in DMF (1.11 mL) was stirred at 100 0C for 3.5h. After cooling to room temperature, the mixture was diluted with methanol, and was then purified by preparatory HPLC (25-30% MeCNZH2O gradient + 0.01% TFA). Lyophilization of the combined fractions gave the titled compound as a white solid (29.3 mg, 24%). 1H NMR (400 MHz, DMSO-J6) delta ppm 1.45 (s, 6 H), 2.39 (s, 3 H), 2.93 (dd, J=12.13, 1.77 Hz, 2 H), 3.09 – 3.22 (m, 2 H), 3.99 – 4.09 (m, 2 H), 4.40 (d, J=14.40 Hz, 2 H), 6.19 (s, 1 H), 7.43 (s, 1 H), 7.60 (d, J=8.59 Hz, 2 H), 8.00 (d, J=8.59 Hz, 2 H), 10.89 (s, 1 H); ESI-MS: m/z 428.3 (M+H)+.

With the complex challenges of chemical substances, we look forward to future research findings about 76176-87-9,belong Thiomorpholine compound

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/123986; (2009); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Name is Thiomorpholine-1-oxide hydrochloride, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 76176-87-9, its synthesis route is as follows.,76176-87-9

Intermediate 7 (17.86 g, 44.7 mmol), 1-oxide thiomorpholine hydrochloride (10.5 g, 67.1 mmol, 1.5 eq) and NaOAc (5.87 g, 71.5 mmol, 1.6 eq) weresuspended in anhydrous CH2CI2 (450 mL) under Ar(g). The reaction mixture was then refluxed for 6 h, then cooled down to rt and NaBH(OAc)3 (16.1 g, 76 mmol, 1 .7 eq) was slowly added over 15 mins. The mixture was left to stir at rt for 18 h. The mixture was then re-charged with 1-oxide thiomorpholine hydrochloride (10.5 g, 67.1 mmol, 1.5 eq), NaOAc (5.87 g, 71.5 mmol, 1.6 eq) andNaBH(OAc)3 (16.1 g, 76 mmol, 1.7 eq). After 6 h stirring, the mixture was quenched with H20 (300 mL) and extracted with CH2CI2 (2 x 300 mL). The combined organic extracts were washed with 50% brine (50 mL) then dried over MgSO4 and the solvent was removed in vacuo. Pd-scavenge was carried out in CH2CI2/MeOH (1:1, 100 mL) using MP-TMT resin (18 g, 0.68 mmol/g) over 18 h.The next day, the resin was filtered off, washed with CH2CI2/MeOH (1:1, 20 mL) and the solvent was removed in vacuo. Purification by silica gel column chromatography with EtOAc/MeOH (1:0-4:1) followed by CH2CI2/MeOH (1:0-9:1) yielded Example B as an off-white solid (13.0 g, 58%).1H NMR (300MHz, DMSO-d5) oH. 11.27 (brs, 1H), 8.62 (d, J=3.2 Hz, 2H), 8.18(d, J=7.5 Hz, 1H), 7.44-7.59 (m, 3H), 7.23 (t, J=7.7 Hz, 1H), 4.13 (d, J=4.7 Hz,4H), 3.84-3.93 (m, 4H), 3.83 (5, 2H), 2.84-3.03 (m, 4H), 2.64-2.83 (m, 4H). MS (ESj 503.0 (100%, [M+H]j.

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine-1-oxide hydrochloride

Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; SILVA, Franck Alexandre; CECIL, Alexander Richard Liam; ALEXANDER, Rikki Peter; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; (123 pag.)WO2017/29521; (2017); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem