Category: 29683-23-6

Related Products of 29683-23-6, Adding some certain compound to certain chemical reactions, such as: 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol,molecular formula is C5H10OS, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 29683-23-6.

To a 50 mL two-neck flask were added tetrahydro-2H-thiopyran-4-ol (568 mg, 4.80 mmol) and anhydrous tetrahydrofuran (15 mL). Then p-bromophenol (530 mg, 3.00 mmol) was added at 0C, and Ph3P (1.50 g, 5.66 mmol) and diethyl azodicarboxylate (1.00 g, 5.63 mmol) were added at last. The mixture was warmed to rt and stirred for 2 h. The reaction mixture was concentrated in vacuo to remove tetrahydrofuran, and to the residue was added saturated brine (50 mL). The resulting mixture was extracted with EtOAc (30 mL*2). The combined organic layers were washed with saturated brine (30 mL*2), dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated in vacuo, and the residue was purified by silica-gel column chromatography (n-hexane:EtOAc=100:1, V/V) to give a white solid (440 mg, 53.6%). 1H NMR (400 MHz, CDCl3) delta 7.39 (d, J = 8.9 Hz, 1H), 6.80 (d, J = 8.9 Hz, 1H), 4.52-4.17 (m, 1H), 3.02-2.85 (m, 1H), 2.70-2.44 (m, 1H), 2.35-2.14 (m, 1H), 2.05-2.01 (m, 1H).

According to the analysis of related databases, 29683-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; WANG, Xiaojun; ZHOU, Pingjian; YANG, Chuanwen; HUANG, Changwei; XIONG, Shaohui; ZHANG, Yingjun; ZHANG, Jiancun; (139 pag.)EP3342765; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of Tetrahydro-2H-thiopyran-4-ol, blongs to alcohols-buliding-blocks compound. Safety of Tetrahydro-2H-thiopyran-4-ol

Reference Example 1; 4- (4-bromo-3, 5-dimethylphenoxy) tetrahydro- 2H-thiopyranTo a solution of 4-bromo-3, 5-dimethylphenol (0.201 g, 1.00 mmol) , tetrahydro-2H-thiopyran-4-ol (0.130 g, 1.10 mmol) and triphenylphosphine (0.341 g, 1.30 mmol) in tetrahydrofuran (5 inL) was added diethyl azodicarboxylate (40% solution in toluene, 0.591 mL, 1.30 mmol), and the mixture was stirred at room temperature for 1.5 hr. Tetrahydro-2H-thiopyran-4-ol (0.0591 g, 0.500 mmol), triphenylphosphine (0.157 g, 0.600 mmol) and diethyl azodicarboxylate (40% solution in toluene, 0.272 mL, 0.600 mmol) were added, and the mixture was further stirred for 1.5 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate :hexane = 0:100 – 20:80) to give the title compound (0.261 g, yield 86%) as colorless crystals.1H NMR (CDCl3) delta: 1.93-2.07 (2H, m) , 2.10-2.23(2H, m) , 2.37(6H, s), 2.49-2.61(2H, m) , 2.85-2.98 (2H, m) , 4.26-4.35 (IH, m) , 6.65(2H, s) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29683-23-6, Tetrahydro-2H-thiopyran-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/1931; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Example 288: 4-[[(4-Chlorophenyl)sulfonyl](2,5-difluorophenyl)methyl]tetrahydrothiopyran The 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (500 mg, 1.65 mmol) obtained in Example 5 and tetrahydrothiopyran-4-ol (400 mg, 3.38 mmol) were dissolved in toluene (20 ml), followed by the addition of cyanomethylenetri-n-butylphosphorane (800 mg, 3.31 mmol).. Under an argon atmosphere, the resulting mixture was heated under reflux for 14 hours.. After the reaction mixture was allowed to cool down, cyanomethylenetri-n-butylphosphorane (400 mg, 1.66 mmol) was added.. Under an argon atmosphere, the resulting mixture was heated under reflux for 14 hours.. The reaction mixture was then allowed to cool down.. The residue obtained by concentrating the reaction mixture under reduced pressure was subjected to flash silica gel chromatography, and the fraction obtained from the hexane:ethyl acetate=15:1 elude was concentrated under reduced pressure to give a white solid.. The white solid was washed with a hexane/diisopropyl ether mixture, whereby the title compound (404 mg, 1.00 mmol, 61%) was obtained as a white powder.1H-NMR (400 MHz, CDCl3) delta: 1.47(1H,ddd,J=23.4,10.0,3.3Hz), 1.68(1H,ddd,J=25.0,11.4,3.3Hz), 2.13(1H,dm,J=11.4Hz), 2.50-2.78(5H,m), 2.82(1H,td,J=12.8,2.6Hz), 4.47(1H,d,J=7.3Hz), 6.72-6.82(1H,m), 6.90-7.40(1H,m), 7.31(2H,d,J=8.8Hz), 7.40-7.60(1H,m), 7.49(2H,d,J=8.8Hz). IR (ATR) cm-1: 2939, 2887, 1576, 1493, 1425, 1317, 1281, 1240, 1142, 1084, 1012, 866, 831, 781, 750, 731, 710, 631, 615, 548, 467. mp: 150-152C. MS m/z: 403 (M++H).Anal. Calcd for C18H17ClF2O2S2: C, 53.66; H, 4.25; Cl, 8.80; F, 9.43; S, 15.92. Found: C, 53.52; H, 4.21; Cl, 9.00; F, 9.54; S, 15.88.

The synthetic route of 29683-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
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Related Products of 29683-23-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol, molecular formula is C5H10OS, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Phosphorus tribromide (3.9 g, 14 mmol) was added dropwise in 30 min to a solution of alcohol 5 (3.73 g, 32 mmol) in CH2Cl2 (50 mL) at ambient temperature. Upon completion of the addition, the reaction mixture was slowly heated to the boiling point and stirred overnight. After cooling to room temperature the mixture was quenched with water and extracted with diethyl ether (2 × 100 mL). The organic phase was washed with a saturated solution of NaHCO3, dried over anhydrous MgSO4 and evaporated to yield 3.37 g (19 mmol, 59%) of a yellow oil. deltaH (CDCl3) 4.32 (m, 1H, CHBr), 2.90 (m, 2H, SCH2), 2.55 (m, 2H, SCH2), 2.38 (m, 2H, SCH2CH2), 2.23 (m, 2H, SCH2CH2). deltaC (CDCl3) 45.3 (CBr), 36.9 (SCC), 26.9 (SC).

According to the analysis of related databases, 29683-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Van Walree, Cornelis A.; Lutz, Martin; Spek, Anthony L.; Jenneskens, Leonardus W.; Havenith, Remco W.A.; Journal of Molecular Structure; vol. 1036; (2013); p. 115 – 120;,
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Reference of 29683-23-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

Compound was added 4.14 parts of 25 parts of chloroformrepresented by the formula (I-49-b), and stirred for 30 minutes at 23 C.. Tothe resulting mixed solution was added compound 6.82 parts of the formula(I-49-c), was further stirred for 1 hour at 23 C.. To the resulting reactionmass was stirred for 30 min at 23 C. was added 12.5 parts of ion-exchangedwater, the organic layer was removed by liquid separation. This operation wasrepeated seven times. By concentrating the obtained organic layer to give thecompound 6.12 parts of the formula (I-49-d)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 29683-23-6, Tetrahydro-2H-thiopyran-4-ol.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; ANRYU, YUKAKO; ICHIKAWA, KOJI; (90 pag.)JP2015/27992; (2015); A;,
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Application of 29683-23-6 ,Some common heterocyclic compound, 29683-23-6, molecular formula is C5H10OS, its 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.

INTERMEDIATE 17(2-Oxo-3 -tetrahydro-2H-thiopyran-4-yl-2,3 -dihydro- 1 H-benzimidazol- 1 -yPacetic acidStep A. fert-Butyl 2-oxo-3 -tetrahydro-2H-thiopyran-4-yl-2,3 -dihydro- 1 H-benzimidazole- 1 – carboxylateDiethyl azodicarboxylate (446 mg, 2.56 mmol) was added to a solution otert- butyl 2-oxo-2,3-dihydro-lH-benzimidazole-l -carboxylate (J Org. Chem., 1995, 60, 1565-1582) (500 mg, 2.13 mmol), triphenylphosphine (672 mg, 2.56 mmol), and tetrahydro-2H-thiopyran-4- ol (Chem. Comm., 2002, 10, 1070-1071) (303 mg, 2.56 mmol) in TetaF (10 mL). After 20 h, the reaction was concentrated in vacuo and the crude product purified by silica gel column chromatography, eluting with a gradient of hexane:EtOAc – 100:0 to 95:5, to give the title compound. MS: m/z = 335 (M + 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29683-23-6, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2008/130512; (2008); A1;,
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Synthetic Route of 29683-23-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

Step 1 b Synthesis of 4-(4-Bromo-3,5-dimethylphenoxy)tetrahydro-2H-thiopyran To a stirring solution of 4-bromo-3,5-dimethylphenol (710 mg, 3.53 mM), tetrahydro-2H-thiopyran-4-ol (501 mg, 4.24 mM, compound of Step 1 a) and PPh3 (2316 mg, 8.83 mM) in anhydrous DCM (10 ml), DIAD (1785 mg, 8.83 mM) was added under Ar atmosphere. The reaction was warmed at RT and stirred for 16h to 18h. The reaction mixture was then concentrated under reduced pressure to afford the crude product which was purified by column chromatography to afford the title compound 4-(4-bromo-3,5-dimethylphenoxy)tetrahydro-2H-thiopyran (320 mg), and compound used for next step without purification. Yield: 30.1 %.

According to the analysis of related databases, 29683-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; KUMAR, Sanjay; SHARMA, Rajiv; MAHAJAN, Vishal, Ashok; SAWARGAVE, Sangameshwar, Prabhakar; WO2013/128378; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 29683-23-6, blongs to alcohols-buliding-blocks compound. Application In Synthesis of Tetrahydro-2H-thiopyran-4-ol

Step A. (l SJaS,6aR)-4-((2-fluoro-5-[2-methyl-6-(tetrahydro-2 H-thiopyran-4-yloxy)pyridin-3- yllbenzyl} oxy)- 1 , 1 a,6,6a-tetrahydrocvcloproparalindene- 1 -carboxylic acid To a solution of tetrahydro-2H-thiopyran-4-ol (56.6 mg, 0.48 mmol) in DMF (2 ml) at 0 C was added sodium hydride (60%, 19.2 mg, 0.48 mmol). The reaction mixture was stirred at 0 C for approximately 30 mins. (l S,laS,6aR)-4- {[2-fluoro-5-(6-fluoro-2-methylpyridin-3- yl)benzyl]oxy}- l, la,6,6a-tetrahydrocyclopropa[a]indene-l-carboxylic acid, ethyl ester from Example 1, Step B (100 mg, 0.24 mmol) was added to the reaction. The mixture was stirred at room temperature overnight. 1 ml of LiOH(lM) was added to the reaction and irradiated microwaves at 100 C for 1 hour. The pH of the mixture was adjusted to 7.0 with 1 N HCl. The residue was purified by preparative HPLC reverse phase (C-8), eluting with Acetonitrile/Water with 0.1 % of TFA to give the title compound. MS: m/e 488.1 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29683-23-6, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William K.; LI, Bing; SZEWCZYK, Jason W.; WANG, Bowei; PARKER, Dann; BLIZZARD, Timothy; JOSIEN, Hubert; BIJU, Purakkattle; CHOBANIAN, Harry; GUDE, Candido; NARGUND, Ravi P.; PIO, Barbara; DANG, Qun; LIN, Linus S.; HU, Bin; CUI, Mingxiang; CHEN, Zhengxia; DAI, Meibi; ZHANG, Zaihong; LV, Ying; TIAN, Lili; WO2015/89809; (2015); A1;; ; Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William, K.; LI, Bing; SZEWCZYK, Jason, W.; WANG, Bowei; PARKER, Dann; BLIZZARD, Timothy; JOSIEN, Hubert; BIJU, Purakkattle; CHOBANIAN, Harry; GUDE, Candido; NARGUND, Ravi, P.; PIO, Barbara; DANG, Qun; LIN, Linus, S.; HU, Bin; CUI, Mingxiang; CHEN, Zhengxia; DAI, Meibi; ZHANG, Zaihong; LV, Ying; TIAN, Lili; WO2015/95256; (2015); A1;,
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Reference of 29683-23-6, Adding some certain compound to certain chemical reactions, such as: 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol,molecular formula is C5H10OS, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 29683-23-6.

Step 1 Tetrahydro-2H-thiopyran-4-yl-4-methylbenzenesulfonate Tetrahydro-2H-thiopyran-4-ol 23a (350 mg, 2.97 mmol, prepared by a method disclosed in EP patent application ”) was placed in a reaction flask, followed by addition of triethylamine (606 mg, 5.94 mmol), 4-dimethylaminopyridine (36 mg, 0.30 mmol), 20 mL of dichloromethane and p-toluenesulfonyl chloride (848 mg, 4.45 mmol). After reacting for 12 hours, the reaction solution was mixed with 30 mL of water, stood and layered, the aqueous phase was extracted with dichloromethane (10 mL*2). The organic phases were combined, washed with saturated sodium chloride solution (30 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography with elution system B to obtain the title compound tetrahydro-2H-thiopyran-4-yl-4-methylbenzenesulfonate 23b (556 mg, yield 68.9%) as a white solid.

According to the analysis of related databases, 29683-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of Tetrahydro-2H-thiopyran-4-ol, blongs to alcohols-buliding-blocks compound. Safety of Tetrahydro-2H-thiopyran-4-ol

A mixture of tetrahydrothiopyran-4-ol (98.00 g, 829.10 mmol, 1.00 eq), 2,2,2-trifluoroacetamide (141 .00 g, 1.25 mol, 1.50 eq), Phl(OAc)2 (401 .00 g, 1 .24 mol, 1 .50 eq), MgO (134.00 g, 3.33 mol, 4.01 eq) and Rh2(OAc)4 (1 1 .00 g, 24.89 mmol, 0.03 eq) in DCM (1 .50 L) was stirred at 20 for 18 hrs. TLC (DCM/MeOH = 20/1 , Rf = 0.35) showed source material was consumed completely and three new spots were found. The mixture was filtered through a pad of Celite and the filter cake was washed with DCM (400 mL*2). The combined filtrates were concentrated under vacuum. The residue was purified by silica gel column (DCM/MeOH = 40/1 to 20/1 ) to give the title compound (83.00 g, 270.78 mmol, 32.66% yield, 80% purity) as light yellow solid. LCMS (method 2): Rt = 0.655 min, m/z = 122.1 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29683-23-6, Tetrahydro-2H-thiopyran-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAYER HEALTHCARE CHINA; WORTMANN, Lars; SAUTIER, Brice; EIS, Knut; BRIEM, Hans; BOeHNKE, Niels; VON NUSSBAUM, Franz; HILIG, Roman; BADER, Benjamin; SCHROeDER, Jens; PETERSEN, Kirstin; LIENAU, Philip; WENGNER, Antje, Margret; MOOSMAYER, Dieter; WANG, Qiuwen; (278 pag.)WO2019/201848; (2019); A1;,
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