Month: January 2021

Synthetic Route of 62058-03-1, 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.62058-03-1, name is trans-4-Aminoadamantan-1-ol, molecular formula is C10H17NO, molecular weight is 167.25, as common compound, the synthetic route is as follows.

General procedure: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

Statistics shows that 62058-03-1 is playing an increasingly important role. we look forward to future research findings about trans-4-Aminoadamantan-1-ol.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
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Related Products of 32328-03-3, 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 32328-03-3, name is Diethyl 3-hydroxyglutarate. This compound has unique chemical properties. The synthetic route is as follows.

A 3-Methoxypentane-1,5-diol 25 ml of methyl trifluoromethylsulfonate are added to a solution of 30 g of diethyl 3-hydroxyglutarate and 33 ml of 2,6-di-tert-butylpyridine in 500 ml of DCM and the mixture is refluxed for 5 hours. After cooling, 500 ml of a 0.5N solution of HCl are added, the organic phase is decanted and dried over magnesium sulfate and the solvent is evaporated off under vacuum. The solid obtained is taken up with 200 ml of anhydrous THF, the mixture is filtered and the filtrate is then cooled to -5 C. 160 ml of a 1M solution of lithium aluminum hydride in THF are then added slowly and the mixture is stirred for 16 hours, the temperature being allowed to rise to RT. The reaction mixture is cooled to 0 C. and 5.5 ml of water, 18 ml of a 15% solution of NaOH and 5.5 ml of water are added successively. The mineral salts are filtered off and the filtrate is evaporated under vacuum to give the expected product after distillation under reduced pressure. B.p.=104 C. under 1.5 Pa.

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 32328-03-3, Diethyl 3-hydroxyglutarate.

Reference:
Patent; Sanofi; US5618833; (1997); A;,
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Electric Literature 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.

Example 3 Synthesis of 2-[4-(2-hydroxyethoxy)cyclohexyloxy]ethanol (I-3) [0298] 2-[4-(2-hydroxyethoxy)phenoxy]ethanol are dissolved in 25.4 ml of 2-propanol. 1.2 g of 5% Pd/C catalyst (about 50% of water) are subsequently added. The hydrogenation is carried out using hydrogen 3.0 at 90-130 C. and 20 bar. When the hydrogenation is complete, the catalyst is separated off by filtration. The filtrate is freed from solvent in vacuo, giving 5.1 g of product in a mixture of cis and trans isomers.

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:
Patent; Merck Patent GmbH; Rudolph, Thomas; Eisenberg, Sylvia; US2015/118165; (2015); A1;,
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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. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, 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. SDS of cas: 24034-73-9

A dry reaction flask equipped with a stir bar and N2 inlet was charged with geranylgeranyl alcohol 9 (0.087 g, 0.3 mmol), pyridine (0.048 mL, 0.6 mmol) in DCM (2 mL). To it was added, methanesulfonyl chloride 25a (0.035 mL, 0.45 mmol) and stirred for 48 h at room temperature. The reaction was followed by TLC. After the completion of the reaction, it was quenched with water (10 mL), extracted with DCM (3*20 mL) and the combined DCM solution was washed with 2N NaOH solution (20 mL) followed by water (20 mL). The DCM layer upon drying over anhydrous Na2SO4 was evaporated and the residue was purified by silica gel column chromatography using n-hexanes the 1-2% EtOAc in n-hexanes to afford the desired sulfonate 26a. Yield: 0.066 g (66%); TLC Rf: 0.54 (10% EtOAc/n-Hexanes); LCMS: MS (m/z): 367.10 (M-H).

With the rapid development of chemical substances, we look forward to future research findings about 24034-73-9.

Reference:
Patent; Coyote Pharmaceuticals, Inc.; Serizawa, Hiroaki; Argade, Ankush B.; Datwani, Akash; Spencer, Natalie; US2013/85283; (2013); A1;,
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Related Products of 6240-11-5, Adding some certain compound to certain chemical reactions, such as: 6240-11-5, name is 1-Adamantaneethanol,molecular formula is C12H20O, 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 6240-11-5.

Halide 24: 2-(1-Adamantyl)ethyl bromide Using the procedure described in Can. J. Chem., 46, 86, (1968), this bromide was obtained from 2-(1-adamantyl)ethanol (Aldrich) by the conversion of the hydroxyl group to the bromide by carbon tetrabromide with the presence of triphenylphosphine.

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. 6240-11-5, 1-Adamantaneethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Frosst Canada, Inc.; US5202321; (1993); A;,
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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. 75853-18-8, name is 2,3-Difluorobenzyl alcohol, the common compound, a new synthetic route is introduced below. Formula: C7H6F2O

In a 5 ml quartz glass reaction tube,0.1 mmol of 2,3-difluorobenzyl alcohol was added, and 20 mg of Zn0.6In2S3.6 was weighed to catalyze the reaction, and 1.0 ml of acetonitrile was added thereto, The reaction tube was replaced with argon gas and sealed, and the ambient temperature 6W LED illumination was 36h. and the reaction was completed. The product was chromatographed and the mass spectrum showed a molecular weight consistent with 2,2′,3,3′-tetrafluorodiphenylethanone, and the yield was 75.5percent.

The synthetic route of 75853-18-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dalian Institute of Chemical Physics; Wang Feng; Luo Nengchao; Wang Min; Hou Tingting; Chi Rihan; Li Hongji; Liu Huifang; (10 pag.)CN108440259; (2018); A;,
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Synthetic Route of 1805-32-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1805-32-9 as follows.

To a solution of (3,4-dichlorophenyl)methanol (350 mg, 1.98 mmol) in DMF (3 mL) was added sodium hydride (60%, 80 mg, 4.00 mmol) at 0 C. After stirring at 0 C for 30 minutes, 5-chloro-2,4-difluorobenzonitrile (345 mg, 1.99 mmol) was added in portions. The reaction mixture was stirred at room temperature for 6 h, quenched by saturated NH4Cl (10 mL) and extracted with ethyl acetate (5 mL x 3). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated in vacuo to afford 5-chloro-4-(3,4-dichlorobenzyloxy)-2-fluorobenzonitrile as a yellow solid. The residue was used in the next step without further purification. LCMS (ESI) m/z: 329.9 [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,1805-32-9, its application will become more common.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; CHEN, Chien-An; CHOWDHURY, Sultan; DEHNHARDT, Christoph Martin; SUN, Shaoyi; WO2014/144545; (2014); A2;,
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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.623-50-7, name is Ethyl 2-hydroxyacetate, molecular formula is C4H8O3, molecular weight is 104.1045, as common compound, the synthetic route is as follows.name: Ethyl 2-hydroxyacetate

A suspension of sodium hydride (1 1.2 g, 60% dispersion in mineral oil, 280 mmol) in 1,2-dimethoxyethane (250 mL) was cooled to 0C, treated dropwise with ethyl glycolate (25.5 mL, 269 mmol) and stirred at 23 C for 30 min. Ethyl-2-chloronicotinate (20.0 g, 108 mmol) in 1,2-dimethoxyethane (40 mL) was added dropwise over 10 min and the mixture was stirred at 70 C for 15 hours. The solvent was evaporated, the residue dissolved in water (500 mL) and washed with toluene. The aqueous layer was acidified with acetic acid (19 mL) to pH 5 and extracted five times with CH2CI2 (5 x 100 mL). The combined organic layers were dried over anhydrous MgS04, filtered and the solvent evaporated. Column chromatography (S1O2; EtOAc/Heptane, 20:80 -> 50:50) of the crude gave ethyl 3-hydroxyfuro[2,3-b]pyridine-2-carboxylate (21.1 g, 94%) as a yellow solid. H NMR (400 MHz, Chloroform- delta = 8.52 (dd, J= 4.9, 1.7 Hz, 1H, H-Ar), 8.12 (dd, J = 7.8, 1.7 Hz, 1H, H-Ar), 7.31 (dd, J= 7.8, 4.8 Hz, 1H, H-Ar), 4.47 (q, J= 7.1Hz, 2H, O- CH2CH3), 4.13 (s, 1H, OH), 1.44 (t, J= 7.1Hz, 3H, O-CH2CH3) ppm. MS (ESI+, hbO/MeCN) m/z {%): 208.0 (100, [M +

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-50-7, Ethyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe; (147 pag.)WO2018/229194; (2018); A1;,
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Related Products of 1124-63-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1124-63-6 as follows.

Synthesis of 4-[1-(3-cyclohexylpropyl)-3-phenylureido]butyramide (Compound 17); 10 g of Fmoc-TentaGel-S-PAM resin (0.25 mmol/g, 2.5 mmol) was treated with 25% PIP in DMF for 30 min. The resin was washed with DMF (2¡Á), MeOH (2¡Á) and DMF (2¡Á) and subsequently acylated with Fmoc-gamma-Abu-OH/DIC/HOBt (3 eq) in DMF. The completeness of the reaction was assessed with Kaiser’s ninhydrine test. The Fmoc group was removed followed by resin washing as described above. The o-NBS group was introduced by treatment with o-NBS-Cl (4 eq)/collidine (6 eq) in DCM for 1 h at rt. The resin was then suspended in dry DME (15 ml) and 3-cyclohexyl-1-propanol (3.8 ml, 25 mmol, 10 eq) was added. The TPP/DIAD complex was preformed at 0 C. by dissolving TPP (6.55 g, 25 mmol, 10 eq) in dry DME (30 ml) and adding DIAD (4.92 ml, 25 mmol, 10 eq). The complex was then added to the suspension and the reaction was carried out overnight. An aliquot of the resin was cleaved and analysed by HPLC (column: Vydac C18, 5mu, 250¡Á4.6 mm; solvents: A-0.1% TFA (aq), B-80% CH3CN/0.1% TFA (aq); a linear gradient of B was used). The content of the non-alkylated substrate was below 2%. The o-NBS group was subsequently removed by treatment with 1 M 2-mercaptoethanol/DBU in DMF (25 ml) for 1 h (2¡Á). The resin was then treated with PhNCO (10.9 ml, 25 mmol, 10 eq) in DMF for 4 h. The completeness of the reaction was confirmed by a negative chloranil test. The compound was cleaved from the resin by treatment with TFA/TIS/H2O 96/2/2 (100 ml) for 1.5 h at rt. The resin was filtered off and the solvents were evaporated. The crude product was purified by preparative HPLC. The fractions containing the pure compound were combined and lyophilised. The obtained product was treated with isopropyl ether, whereby crystalline compound was provided. Yield: 442.8 mg (51%, 1.28 mmol); Mp. 104-106 C.; MS (ion spray): [M+H]+ expected 346.2, observed 346.2; 1H NMR (500 MHz, CDCl3) data was consistent with the structure of compound 17.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1124-63-6, its application will become more common.

Reference:
Patent; CARA THERAPEUTICS, INC.; US2010/105777; (2010); A1;,
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Reference of 13674-16-3, 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 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate. This compound has unique chemical properties. The synthetic route is as follows.

Step 3 (R)-2-[4-(9-Bromo-2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2-fluoro-phenoxy]-3-phenyl-propionic acid methyl ester In a manner similar to the procedure of Example 49, Step 6, there was obtained from 2-Fluoro-4-(9-bromo-2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-phenol (0.29 g, 0.72 mmol), (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (0.19 g, 1.1 mmol), triphenylphosphine (0.28 g, 1.1 mmol), diethylazodicarboxylate (0.17 mL, 1.1 mmol), and anhydrous benzene (5.0 mL) the title compound as a white solid (0.23 g, 58%): MS(EI): [M+], 1 bromine isotope pattern, 562/564.

According to the analysis of related databases, 13674-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; US6251936; (2001); B1;,
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