Heterocyclic Building Blocks-Thiomorpholine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76176-87-9,Thiomorpholine-1-oxide hydrochloride,as a common compound, the synthetic route is as follows.

TBTU (176 mg, 0.55 mmol) was added in one portion to a stirred solution of 8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid (125 mg, 0.27 mmol) and DIPEA (0.286 mL, 1.64 mmol) at room temperature and stirred for 2.5 h. Thiomorpholine 1-oxide hydrochloride (85 mg, 0.55 mmol) was added to the reaction mixture and stirring was continued for 3 h. The reaction mixture was diluted with DCM, washed with water, brine, dried over MgSO4 and concentrated. The residue was purified by preparative HPLC. The fractions were evaporated to dryness, the residue was dissolved in DCM, dried over MgSO4 and concentrated. The remaining solid was triturated with diethyl ether, filtered, washed with diethyl ether and dried under vacuum at 50 C. to afford 8-[1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-6-(1-oxo-1,4-thiazinane-4-carbonyl)chromen-4-one (87 mg, 57%) as a pale beige solid.Mass Spectrum:m/z [M+H]+=558.Proton NMR Spectrum:(DMSO-d6) 1.75-1.86 (m, 1H), 1.98-2.08 (m, 2H), 2.14 (bs, 0.5H), 2.51-2.58 (m partially hidden by DMSO-d5, 1H), 2.64 (bs, 1H), 2.81 (bs, 1.5H), 2.98 (bs, 1H), 3.27 (bs, 1H), 3.40 (bs, 1H), 3.49-3.65 (m, 5H), 3.64-3.83 (m, 6H), 4.21 (bs, 0.5H), 4.34 (bs, 0.5H), 5.25 (d, 1H), 5.62 (s, 1H), 6.13 (d, 2H), 6.34 (t, 1H), 7.18 (s, 1H), 7.87 (d, 1H)

76176-87-9 Thiomorpholine-1-oxide hydrochloride 20441479, aThiomorpholine compound, is more and more widely used in various.

Reference£º
Patent; ASTRAZENECA AB; US2012/264731; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

4-Bromomethylbenzeneboronic acid pinacol ester (5.0 g,1.68 mmol), 1,1-dioxide thiomorpholine 2.74 g (2.02 mmol), and potassium carbonate (2.79 g, 2.02 mmol) were added to a flask and added with DMF (25mL). The mixture was stirred at 80oC for 4 hours. The reaction mixture was cooled to rt., and poured into ice water (125 mL), and stirred for 30 min. The mixture was filtered to give 4.72 g of the title compound as white solid (yield of 79.7%).

With the rapid development of chemical substances, we look forward to future research findings about 39093-93-1

Reference£º
Patent; The National Institutes Of Pharmaceutical Research; YIN, Huijun; YAN, Xu; ZONG, Libin; TIAN, Weixue; ZHENG, Li; DOU, Haoshuai; YANG, Yan; (68 pag.)EP3556761; (2019); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belong Thiomorpholine compound,(R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid,114525-81-4,Molecular formula: C10H17NO4S,mainly used in chemical industry, its synthesis route is as follows.

To a 100 mL round bottom flask, Intermediate 15 (1.28 g, 3.28 mmol), Intermediate 9 (0.81 g, 3.28 mmol), EDCI (0.94 g, 4.92 mmol), HOBt (0.66 g, 4.92 mmol), DIEA (0.85 g, 6.56 mmol) and tetrahydrofuran (40 mL) were added, and stirred at room temperature overnight. Thereafter, the reaction product was subjected to vacuum distillation for removal of solvent, dissolved with water, and extracted 3 times with ethyl acetate. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: ethyl acetate/methanol/ammonia), to give 1.63 g of a white foamy solid product, yield 80.5%.1H-NMR (400 MHz, CDCl3) delta ppm: 8.77 (1H, m), 8.02 (1H, m), 7.43 (1H, m), 7.31 (1H, m), 7.20 (1H, m), 7.05 (1H, m), 6.56 (1H, m), 4.85 (2H, d, J=5.2 Hz), 4.02-3.44 (10H, brm), 3.13 (1H, m), 2.83 (2H, m), 2.44 (2H, m), 2.02 (9H, s); EI-MS (m/z): 618.2 [M+H]+.

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid,belong Thiomorpholine compound

Reference£º
Patent; Li, Song; Wang, Ying; Xiao, Junhai; Ma, Dalong; Gong, Hongwei; Qi, Hui; Wang, Lili; Ling, Xiaomei; Zheng, Zhibing; Zhang, Yang; Zhong, Wu; Li, Meina; Xie, Yunde; Xu, Enquan; Li, Xingzhou; Ma, Jing; Zhao, Guoming; Zhou, Xinbo; Wang, Xiaokui; Liu, Hongying; US2015/126500; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

114525-81-4, (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Trifluoroacetic acid (4 mL, 23.5 mmol) was added to a stirred solution of (R)-4-(tert- butoxycarbonyl)thiomorpholine-3-carboxylic acid (1.0 g, 4.05 mmol) in CH2CI2 (20 mL), and the reaction mixture was stirred at room temperature for 2 h. Volatile byproducts were removed at reduced pressure and the residue was concentrated from toluene (2 x 20 mL) and dried under high vacuum for 30 min. The crude residue was dissolved in 1,4-dioxane (10 mL) and water (10 mL) was added followed by NaHCC (1.02 g, 12.15 mmol) and a solution of FMOC-C1 (1.04 g, 4.05 mmol) in 1,4-dioxane (10 mL). The reaction mixture was stirred at room temperature for 16 h. The mixture was concentrated under reduced pressure to remove volatile organic solvent and the residue was washed with MTBE (2 x 20 mL). The aqueous layer was acidified with IN aqueous HC1 to pH 2 and extracted with EtOAc (3 x 50 mL). The combined organic extracts were washed with brine solution (50 mL), dried over anhydrous a2S04, filtered and concentrated. The residue was purified by reverse phase column chromatography (CI 8; eluent: 10-100% acetonitrile/water) to afford the title compound (1.00 g) as a white semi-solid.

The synthetic route of 114525-81-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BLIZZARD, Timothy Allen; BIFTU, Tesfaye; WO2013/148478; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belong Thiomorpholine compound,Thiomorpholin-3-one,20196-21-8,Molecular formula: C4H7NOS,mainly used in chemical industry, its synthesis route is as follows.

Example 10 2-[2-(4-Methylpiperazin-1-yl)-benzylidene]-thiomorpholin-3-one Sodium hydride (930 mg, 23.3 mmol of 60% oil dispersion) was washed with hexanes under a nitrogen atmosphere and suspended in 100 mL of anhydrous THF. Thiomorpholin-3-one (1.0 g, 8.55 mmol) was added, followed immediately by 2-(4-methylpiperazin-1-yl)-benzaldehyde (1.58 g., 7.75 mmol). The reaction was then heated to reflux overnight, cooled to room temperature and concentrated in vacuo. The residue was dissolved in methylene chloride and washed with aqueous ammonium chloride (NH4CI) and saturated brine and then dried with MgSO4. Purification using flash chromatography gave 2-{hydroxy-[2-(4-methylpiperazin-1yl)phenyl]-methyl}-thiomorpholin-3-one as a white solid, m.p. 137-139 C.

With the synthetic route has been constantly updated, we look forward to future research findings about Thiomorpholin-3-one,belong Thiomorpholine compound

Reference£º
Patent; Gibbs, Megan Ann; Howard, Harry Ralph; Sprouse, Jeffrey Scott; Schachter, Joel Barry; Chappell, Phillip Branch; US2002/49214; (2002); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

39093-93-1, Thiomorpholine 1,1-dioxide is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 24 {6-[3-(3-?1iota1thetaGammatheta-rho1?6etagamma1)-5^6?1iotagamma1-?8thetaChi3zetaomicron1-4-gamma^6?1iotaomicronchigamma]-rhogammapi??eta-3-gamma1}-(1,1-??omicronchiomicron-1lambda6- thiomorpholin-4-yl)-methanone To a solution of 6-[3-(3-chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid (69 mg, 0.2 mmol) in DMF (300 L) were added 2-(lH-benzotriazole-l-yl)-l, 1,3,3- tetramethyluronium tetrafluoroborate (71 mg, 0.22 mmol), Nu,Nu-diisopropyl ethyl amine (171 muL, 1.0 mmol) and thiomorpholine-S,S-dioxide (0.22 mmol). The resulting reaction mixture was stirred for 1 h at room temperature. Concentration and purification by chromatography (Si02, heptane:ethyl acetate = 100:0 to 1: 1) afforded the title compound (80 mg, 87percent) which was obtained as a white solid. MS: m/e = 462.1 [M+H]+.

39093-93-1 Thiomorpholine 1,1-dioxide 6484228, aThiomorpholine compound, is more and more widely used in various.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; DOTT, Pascal; HANLON, Steven Paul; HILDBRAND, Stefan; IDING, Hans; THOMAS, Andrew; WALDMEIER, Pius; WO2013/57123; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belong Thiomorpholine compound,Thiomorpholine 1,1-dioxide,39093-93-1,Molecular formula: C4H9NO2S,mainly used in chemical industry, its synthesis route is as follows.

Preparation 75: 4-(3-Methoxy-4-nitrobenzyl)thiomorpholine-1 ,1 -dioxide; [00245] Thiomorpholine 1 ,1 -dioxide (0.242g, 1 .788mmol) and triethylamine (0.19ml_, 1 .341 mmol) were added to a solution of 4-(bromomethyl)-2-methoxy-1 -nitrobenzene (Preparation 74, 0.22g, 0.894mmol) in THF (2.2ml_). The reaction mixture was stirred overnight at room temperature before being concentrated under reduced pressure and purified via Biotage silica gel column chromatography eluting with (DCM/EtOAc 99/1 to 90/10) to afford the title product as a white solid (242mg, 90percent). 1 H NMR (500 MHz, CDCI3): delta 3.00-3.04 (m, 4H), 3.09-3.12 (m, 4H), 3.71 (s, 2H), 3.98 (s, 3H), 7.01 (m, 1 H), 7.09 (m, 1 H), 7.84 (d, J = 8.2Hz, 1 H). LC (Method C)-MS (ESI, m/z) fR 2.03 min, 301 [(M+H+), 100percent].

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; CANCER RESEARCH TECHNOLOGY LIMITED; BAVETSIAS, Vassilios; ATRASH, Butrus; NAUD, Sebastien Gaston Andre; SHELDRAKE, Peter William; BLAGG, Julian; WO2012/123745; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belong Thiomorpholine compound,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid,128453-98-5,Molecular formula: C10H17NO4S,mainly used in chemical industry, its synthesis route is as follows.

To a solution of N-Boc thiomorpholine carboxylic acid (1.36 g, 5.51 mmol) in dichloromethane (13.6 ml) were added under N2, at r.t., TBTU (1.95 g, 6.06 mmol) and DIPEA (1.92 ml, 11.02 mmol) and the solution was stirred for 30 mins. To a suspension of L-serine methyl ester hydrochloride (1.71 g, 11.02 mmol) in dichloromethane (13.6 ml) was added DIPEA (1.92 ml, 11.02 mmol) and the resulting solution was stirred for 30 mins. Then the solution containing the serine free base was added to the reaction mixture and it was left stirring for 16 hrs. Water was added to the reaction mixture and the aqueous layer was extracted with dichloromethane (x3) and the combined organic phases were dried (Na2SO4) and evaporated to dryness. The crude title compound (3.87 g) was used in the next step without further purification. UPLC/MS: m/z= 371 (M+Na); 349 (M+1 ); 293 (M-fBu); 249 (M-BOC+1 ) (at) t=0.59 min

With the synthetic route has been constantly updated, we look forward to future research findings about 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid,belong Thiomorpholine compound

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/28654; (2007); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

128453-98-5, 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 55: 1,1-Dioxo-1lambda6-thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (120 mg, 0.485 mmol) was dissolved in Et2O (8 ml). To the solution was added mCPBA (172 mg, 0.994 mmol), followed later by a second portion of mCPBA (84 mg, 0.485 mmol). The precipitate which formed was filtered, washed with Et2O and dried to yield a white solid of 1,1-dioxo-1lambda6-thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (74 mg).

The synthetic route of 128453-98-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US2005/239781; (2005); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

N-Boc-2-thiomorpholinecarboxylic Acid, cas is 134676-67-8, it is a common heterocyclic compound, the Thiomorpholine compound, its synthesis route is as follows.

Step 1 (+/-)-4-tert-butoxycarbonyl-N-(9-chloro-3,4-dihydro-2H-l,5-benzodioxepin- 7-ylmethyl)-N-isobutyl thiomorpholine-2-carboxamide: The mixture of N-(9-chloro-3,4- dihydro-2H- 1 ,5-benzodioxepin-7-ylmethyl)-2-methylpropan- 1 -amine (150 mg), thiomorpholine-2,4-dicarboxylic acid 4-tert-butyl ester (137 mg), l-ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (138 mg), and dimethyl aminopyridine (92 mg) in dichloromethane (15 ml) was stirred at room temperature overnight. After the addition of water (10 ml), the mixture was extracted with 10 ml ethyl acetate three times. The organic layer was washed with saturated sodium bicarbonate, water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude was purified by column chromatography on silica (20-33% ethyl acetate in hexane) to give the desired product as a resin: MS (m+l) = 499.4.

With the synthetic route has been constantly updated, we look forward to future research findings about N-Boc-2-thiomorpholinecarboxylic Acid,belong Thiomorpholine compound

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; ZHOU, Qun-Yong; LI, Ji-da; HUANG, Qi; WO2010/77976; (2010); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem