Category: alcohols-buliding-blocks

Application of 80866-82-6, 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 80866-82-6, name is 5-Bromo-2-methoxybenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 26 Imidazole (3.45 g) and t-butyldimethylchlorosilane (17.6 g) were added to a solution of 5-bromo-2-methoxybenzyl alcohol (10.0 g) in DMF (100 ml) under cooling with ice and the mixture was stirred for two hours. The reaction mixture was added to ice-cooled water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain [(5-bromo-2-methoxybenzyl)oxy](t-butyl)dimethylsilane (15.2 g).

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 80866-82-6, 5-Bromo-2-methoxybenzyl alcohol.

Reference:
Patent; Tomiyama, Hiroshi; Noda, Atsushi; Kitta, Kayoko; Kobayashi, Yoshinori; Imamura, Masakazu; Murakami, Takeshi; Ikegai, Kazuhiro; Suzuki, Takayuki; Kurosaki, Eiji; US2005/124555; (2005); A1;,
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Synthetic Route of 104-38-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.104-38-1, name is 1,4-Bis(2-hydroxyethoxy)benzene, molecular formula is C10H14O4, molecular weight is 198.2158, as common compound, the synthetic route is as follows.

General procedure: Chromonecarbonyl chloride was prepared by the reaction ofacid with thionyl chloride. After a toluene solution of 2-chromoniccarboxylic acid (1.4 g, 7.6 mmol) and thionyl chloride (1.1 g,9.1 mmol) was stirred at 90C for 2e3 h, thionyl chloride wasremoved under reduced pressure. The toluene solution of the cor-responding polyethers 4a-4c (0.5 g, 2.5 mmol) and chromone-carbonyl chloride was stirred at 120C overnight. After baseextraction, the solvent was removed under reduced pressure, andthe residue was separated by silica gel column chromatography(hexane/ethyl acetate) to obtain the corresponding chromone de-rivatives 5a-i in 30e92% yields.

Statistics shows that 104-38-1 is playing an increasingly important role. we look forward to future research findings about 1,4-Bis(2-hydroxyethoxy)benzene.

Reference:
Article; Ishikawa, Hiroki; Uemura, Naohiro; Taira, Ryo; Sano, Kento; Yoshida, Yasushi; Mino, Takashi; Kasashima, Yoshio; Sakamoto, Masami; Tetrahedron; vol. 75; 29; (2019); p. 3911 – 3916;,
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Adding a certain compound to certain chemical reactions, such as: 4720-29-0, 3-(Benzylamino)-1-propanol, 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, 4720-29-0, blongs to alcohols-buliding-blocks compound. name: 3-(Benzylamino)-1-propanol

Step 1: Preparation of Intermediate 33A. Compound 1C (5.4 g) was stirred with 3-benzylaminopropanol (1.0 equiv) and anhydrous Na2SO4 (10 g) in THF for 30 min. Sodium triacetoxyborohydride (2.0 equiv) was added and the mixture was stirred at room temperature over night. The reaction was quenched with brine and extracted with ethyl acetate. The organic phase was dried over anhydrous Na2SO4 and evaporated to give crude Intermediate 33A (12.05 g) which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4720-29-0, its application will become more common.

Reference:
Patent; CARA THERAPEUTICS, INC.; US2008/318935; (2008); A1;,
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Electric Literature of 162744-59-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, molecular weight is 223.0148, as common compound, the synthetic route is as follows.

To a stirred solution of (4-bromo-2,6-difluoro-phenyl)methanol (4.2 g, 18.8 mmol) in CH2C12 (80 mL) at 0 C was added CBr4 (7.81 g, 23.5 mmol). After 5 min, a solution of triphenylphosphine (6.17 g, 23.5 mmol) in CH2C12 (20 mL) was added dropwise and the resulting mixture was stirred at room temperature for 2 hours. The mixture was concentrated in vacuo and the residue was taken up in heptane (100 mL). The resulting precipitate (white solid) was collected through a sintered glass and washed with further heptane. The filtrate was concentrated in vacuo to afford the title compound (6.90g, 78%) as a colorless oil which was used in the following step without further purification.

The chemical industry reduces the impact on the environment during synthesis 162744-59-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECERE, Giuseppe; GALLEY, Guido; NORCROSS, Roger; PFLIEGER, Philippe; RAUBER, Etienne; (157 pag.)WO2016/30310; (2016); A1;,
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Application of 2240-88-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2240-88-2, name is 3,3,3-Trifluoropropan-1-ol, molecular formula is C3H5F3O, molecular weight is 114.07, as common compound, the synthetic route is as follows.

Example 98 (5a,8 )-8-Hydroxy-2-[4-(3,3,3-trifiuoro-propoxy)-phenyl]-2-aza-spiro[4.5]decan-l-oneStep 1: l-Nitro-4-(31313-trifluoro-propoxy)-benzeneTo a solution of a 3,3,3-trifiuoro-propan-l-ol (6.22 g) in acetonitrile (200 ml) kept at RT under an argon atmosphere were added l-fiuoro-4-nitro-benzene (10.1 g) and Cs2C03 (28.7 g) and the mixture was heated to 100°C for 18 h. The reaction mixture was cooled to RT and partitioned between AcOEt and ice water. The layers were separated, dried, over Na2S04 and the solvent was evaporated. The residue was purified by flash chromatography (silica gel; eluent: AcOEt/heptane: gradient 3 to 5 percent) to afford l-nitro-4-(3,3,3-trifiuoro- propoxy) -benzene as light yellow liquid (3.5 g). MS (EI, m/e): 235.0 (M+).

Statistics shows that 2240-88-2 is playing an increasingly important role. we look forward to future research findings about 3,3,3-Trifluoropropan-1-ol.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ACKERMANN, Jean; BRUGGER, Stephan; CONTE, Aurelia; HUNZIKER, Daniel; NEIDHART, Werner; NETTEKOVEN, Matthias; SCHULZ-GASCH, Tanja; WERTHEIMER, Stanley; WO2011/45292; (2011); 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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Synthetic Route of 71176-54-0, 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 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol. This compound has unique chemical properties. The synthetic route is as follows.

Compound (12S, 12aS)-9-((3-(4-mercapto-4- methylpentanamido)-5-((((R)-8-methoxy-6-oxo-1 1 , 12, 12a, 13-tetrahydro-6H- benzo[5,6][1 ,4]diazepino[1 ,2-a]indol-9-yl)oxy)methyl)benzyl)oxy)-8-methoxy-6- oxo-1 1 , 12, 12a, 13-tetrahydro-6H-benzo[5,6][1 ,4]diazepino[1 ,2-a]indole-12- sulfonic acid (CDA-2A) was prepared as follows: (0267) [01 14] 4-methyl-4-(methyldisulfanyl)pentanoic acid (1 .281 g, 6.59 mmol), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (2.53 g, 13.19 mmol), and 4-dimethylaminopyridine (0.081 g, 0.659 mmol) was added to a stirred solution of (5-amino-1 ,3-phenylene)dimethanol (1 .01 g, 6.59 mmol) in anhydrous dimethylformamide (16.48 ml_) and anhydrous tetrahydrofuran (16.48 ml). The resulting mixture was stirred for 18 hours at room temperature. The reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate (3 x 50 ml_). The organic extracts were washed with water and brine, then dried over anhydrous sodium sulfate. The solution was filtered and concentrated in vacuo and the resulting residue was purified by silica gel chromatography (ethyl acetate/hexanes) to obtain compound 2a as a white solid (0.70 g, 32percent yield). 1 H NMR (400 MHz, DMSO-d6: 59.90 (s, 1 H) 7.43 (s, 2H), 6.93 (s, 1 H), 5.16 (t, 2H, J = 5.7 Hz), 4.44 (d, 4H, J = 5.7 Hz), 2.43 (s, 3H), 2.41 -2.38 (m, 2H), 1 .92-1 .88 (m, 2H), 1 .29 (s, 6H). MS (m/z): found 330.0 (M = 1 )

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 71176-54-0, (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; IMMUNOGEN, INC.; VEIBY, Ole Peter; CHARI, Ravi, V. J.; LAMBERT, John M.; LAI, Katharine C.; HERBST, Robert W.; HILDERBRAND, Scott A.; (128 pag.)WO2017/136693; (2017); A1;,
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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 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-(4-Bromophenyl)propan-2-ol

To a suspension of 2-(4-bromo-phenyl)-propan-2-ol (1.00 g, 4.65 mmol), copper(l) iodide (177 mg, 0.93 mmol) and sodium (2R)-2-[(2R)-3,4-dihydroxy- 5-oxo-2H-furan-2-yl]-2-hydroxy-ethanolate hydrate (100 mg, 0.46 mmol in amixture of DMF (4 ml) and water (5 ml) are added sodium azide (605 mg, 9.3 mmol) and N,N?-dimethyl-ethane-1,2-diamine (123 mg, 1.39 mmol). The reaction mixture is stirred at room temperature for 19 hours. The reaction mixture is poured into 40 ml saturated aqueous sodium chloride solution. The mixture is extracted with ethyl acetate. The organic phase is dried over sodium sulfate and evaporated. The residue is chromatographed on a silica gel column with cyclohexane/ethyl acetate as eluent to afford 2-(4-azido-phenyl)- propan-2-ol as light brown oil; HPLC/MS 1.47 mm (B), [M-N2-OH] 132. 1H NMR (400 MHz, DMSO-d6) 6 7.49 (d, J = 8.4 Hz, 2H), 7.04 (d, J = 8.4 Hz,2H), 5.01 (s, 1H), 1.41 (s, 6H)

With the rapid development of chemical substances, we look forward to future research findings about 2077-19-2.

Reference:
Patent; MERCK PATENT GMBH; DORSCH, Dieter; MUZERELLE, Mathilde; BURGDORF, Lars; WUCHERER-PLIETKER, Margarita; CZODROWSKI, Paul; ESDAR, Christina; (278 pag.)WO2017/121444; (2017); A1;,
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Synthetic Route of 28539-02-8, 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 28539-02-8, name is 1-(Hydroxymethyl)benzotriazole. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-2-(4-((1,3- dihydroisobenzofuran-5-yl)oxy)piperidin-1-yl)-3-methyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin- 5-one (1.5 g, 2.32 mmol) in THF (30 mL) was added LiHMDS (1 M, 13.9 mL, 13.89 mmol) and (1H-benzo[d][1,2,3]triazol-1-yl)methanol (0.518 g, 3.47 mmol). The reaction mixture was stirred at -70 C for 1 h before warming to RT. Water (30 mL) was added and the mixture was extracted with ethyl acetate (30 mL x 3). The combined organic fractions were washed with water (60 mL x 3), dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by combiflash (0-40% THF/ petroleum ether) to give the title compound.

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 28539-02-8, 1-(Hydroxymethyl)benzotriazole.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GAO, Xiaolei; KNOWLES, Sandra, L.; LI, Chunsing; LO, Michael Man-Chu; MAZZOLA, Robert, D., Jr.; ONDEYKA, Debra, L.; (148 pag.)WO2018/118736; (2018); A1;,
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Application of 4728-12-5 ,Some common heterocyclic compound, 4728-12-5, molecular formula is C7H14O3, 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.

(5) 4-(2.2-Dimethyl-1 ,3-dioxan-5-ylmethoxy)-2.3,5-trimethylpyridine 1 -oxideA mixture of 4-chloro-2,3,5-trimethylpyridine 1-oxide (840 g), (2,2-dimethyl-1 ,3-dioxan-5-yl)methanol (688 g), and toluene (2.52 L) was heated and refluxed while removing water. While continuing the azeotropic dehydration, potassium hydroxide (0.58 kg) was added thereto over 3 hours 45 minutes, and then the azeotropic dehydration was continued for a further 2.5 hours. The reaction system was then cooled to below 30 0C, ethyl acetate (2.5 L) and 17percent brine solution (3.5 L) were added thereto, and the reaction system was allowed to stand overnight. The ethyl acetate layer was separated off, and the aqueous layer was subjected to extraction with ethyl acetate (1.0 L x 3). The ethyl acetate layers were combined, and filtered through Celite, and then vacuum concentration was carried out, whereby 1.20 kg of the target substance was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4728-12-5, its application will become more common.

Reference:
Patent; Eisai R & D Management Co., Ltd.; WO2008/47849; (2008); A1;,
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