Tag: M.W=100-200

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 3597-91-9, name is [1,1′-Biphenyl]-4-ylmethanol. A new synthetic method of this compound is introduced below., COA of Formula: C13H12O

General procedure: p-Nitrobenzyl alcohol (0.25 g, 1.63 mmol) was dissolved in anhydrous CH2Cl2 under N2. Triethylamine (0.227 mL, 1.63 mmol) was added and the resulting solution was cooled to 0 C. S2Cl2 (65.3 muL, 0.82 mmol) was added dropwise over 20 min. The solution was stirred at 0 C for 2 h before being allowed to equilibrate to room temperature for 3 h. The reaction was quenched with dH20, washed with 2 × 20 mL aliquots of brine. The aqueous phase was extracted with CH2Cl2 (2 × 10 mL), and the combined organic was dried over MgSO4, filtered, and concentrated under reduced pressure. Column chromatography with a 2.5:1 ratio of hexanes:ethyl acetate afforded:

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3597-91-9, [1,1′-Biphenyl]-4-ylmethanol.

Reference:
Article; Stoutenburg, Eric G.; Palermo, Anne E.; Priefer, Ronny; Thermochimica Acta; vol. 551; (2013); p. 99 – 103;,
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Electric Literature of 2568-33-4, Adding some certain compound to certain chemical reactions, such as: 2568-33-4, name is 3-Methylbutane-1,3-diol,molecular formula is C5H12O2, 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 2568-33-4.

The 3 – methyl – 1, 3 butanediol (14 A) (5.0 g, 48 mmol) dissolved in dichloromethane (100 ml) in, add triethylamine (9.7 g, 96 mmol), 0 C slow […] carboxylic acid isopropyl ester (8.8 g, 72 mmol), transfusion reaction at room temperature for 3 hours. The reaction solution by adding water (100 ml) washing, for liquid phase after the saturated salt water (100 ml × 1) washing, drying with anhydrous sodium sulfate, filtered, the filtrate is concentrated under reduced pressure, the residue with silica gel column chromatography (ethyl acetate/petroleum ether (v/v)=1/10 – 1/1) separating and purifying, to obtain the title compound (3 – hydroxy -3 – methyl – butyl) isopropyl carbonate (14 B), colorless oily matter (4.5 g, yield 49%).

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. 2568-33-4, 3-Methylbutane-1,3-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Qiu Guanpeng; Wei Yonggang; Lu Yonghua; Huang Qingping; Liao Pengfei; (41 pag.)CN107382870; (2017); A;,
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Reference of 10488-69-4 ,Some common heterocyclic compound, 10488-69-4, molecular formula is C6H11ClO3, 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.

Example 14: Preparation of Ethyl (R)-4-CYANO-3-HYDROXYYRATE FROM ETHYL (S)-4-CHLORO-3- hydroxybutyrate To a 250 mL vessel connected to an automatic titrater by a pH electrode and a feeding tube for addition of base (7.5 M NaOH) was charged water (83.5 mL) and 0.7 g of halohydrin dehalogenase SEQ ID NO: 24. The mixture was stirred for 30 minutes. The titrater was activated and set to maintain pH 7. Then, 25percent aqueous HCN (9.26 ml, 8.6 g) was charged over 20 minute to make A 2.3percent HCN solution. The mixture was heated at 40 °C for 10 minutes, then ethyl (S) -4-chloro-3-hydroxybutyrate (5 g) was charged over 1 hour. The automatic titrater maintained the pH at 7 by the addition of 2M NaOH. After 20 hrs, GC analysis of a butyl acetate extract of a reaction sample showed the conversion of the ethyl (S)-4-CHLORO-3-HYDROXYBUTYRATE to ethyl (R)-4-CYANO-3-HYDROXYBUTYRATE was 95percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10488-69-4, its application will become more common.

Reference:
Patent; CODEXIS, INC.; WO2005/18579; (2005); A2;,
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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. 112-47-0, name is 1,10-Decanediol, molecular formula is C10H22O2, 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. Recommanded Product: 112-47-0

EXAMPLE 3 10-Bromo-1-decanol A solution of 1,10-dihydroxydecane (80 g) in 47% hydrobromic acid (650 ml) was stirred at 80C whilst being continuously extracted with petroleum ether (boiling range 80-100), for 24 hours. The organic extracts were neutralised with solid potassium carbonate, filtered, and the filtrates evaporated to dryness. The resultant dark oil was fractionally distilled (Vigreaux apparatus) to give a colourless oil, boiling point 102-104 (0.01 mm Hg). Part of this oil (52 g) was purified by preparative HPLC (silica; eluents:diethyl ether/hexane 1:1) to remove a significant 1,10-dibromodecane impurity, finally yielding the title compound as a colourless oil.

With the rapid development of chemical substances, we look forward to future research findings about 112-47-0.

Reference:
Patent; Lilly Industries Limited; EP190042; (1991); B1;,
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Related Products of 52273-77-5, Adding some certain compound to certain chemical reactions, such as: 52273-77-5, name is 2-(3-Aminophenyl)ethanol,molecular formula is C8H11NO, 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 52273-77-5.

(28B) Methyl trans-4-{[3-(2-hydroxyethyl)phenyl]amino}cyclohexanecarboxylate [0325] 2-(3-Aminophenyl)ethanol (4.45 g, 32.4 mmol) produced in (28A), ethyl 4-cyclohexanonecarboxylate (5.52 g, 32.4 mmol), and acetic acid (18.5 mL, 324 mmol) were dissolved in tetrahydrofuran (100 mL), and sodium triacetoxy borohydride (13.8 g, 64.9 mmol) was added thereto, and then, the resulting mixture was stirred at room temperature for 4 hours. To the reaction solution, water was added, and the organic matter was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous magnesium sulfate and filtered. Then, the solvent was distilled off under reduced pressure, whereby a crude product was obtained. The obtained crude product was purified by silica gel column chromatography (hexane:ethyl acetate = 70:30 to 45:55 (v/v)), whereby the target compound was obtained as a colorless oil (1.93 g, yield: 19%). 1H NMR(CDCl3, 400MHz): delta1.09-1.21(2H, m), 1.26(3H, t, J=7.2Hz), 1.51-1.65(2H, m), 2.01-2.10(2H, m), 2.16-2.24(2H, m), 2.29(1H, tt, J=3.6, 12.1Hz), 2.78(2H, t, J=6.5Hz), 3.25(1H, tt, J=3.6, 11.2Hz), 3.40-3.59(1H, brs), 3.84(2H, q, J=6.0Hz), 4.14(2H, q, J=7.2Hz), 6.41-6.49(2H, m), 6.55(1H, d, J=7.4Hz), 7.11(1H, t, J=7.6Hz).

According to the analysis of related databases, 52273-77-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daiichi Sankyo Company, Limited; TODA, Narihiro; TAKANO, Rieko; SHIDA, Takeshi; KATAGIRI, Takahiro; IWAMOTO, Mitsuhiro; ASHIDA, Shinji; YAMAZAKI, Mami; EP2623492; (2013); 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 14426-20-1, name is 2-(Diethylamino)ethanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 14426-20-1

General procedure: Chenodeoxycholic acid (2.0 g, 5.1 mmol), DMAP (0.92 g, 7.6 mmol) and diethylaminoethanol hydrochloride (1.17 g, 7.6 mmol) were mixed and dissolved in dichloromethane (15 mL). ), EDCI (1.46 g, 7.6 mmol) was added in portions. After stirring at room temperature for 3 hours, water and dichloromethane were added and extracted three times. The organic phase was washed twice with saturated ammonium chloride and washed with saturated brine.Dry Na2SO4, concentrate by filtration,After column chromatography, chenodeoxycholic acid 2-(diethylamino)ethyl ester (2.99 g, 80%) was obtained.2-(Diethylamino)ethyl chenodeoxycholate (2.0 g, 4.1 mmol) was dissolved in 10 mL of glacial acetic acid, heated to 50 C for 2 hours, and glacial acetic acid was concentrated to obtain chenodeoxycholic acid 2 -(Diethylamino)ethyl acetate (2.24 g, 100%).

With the rapid development of chemical substances, we look forward to future research findings about 14426-20-1.

Reference:
Patent; Ningbo Bai Naxi Pharmaceutical Co., Ltd.; Li Xiaochuan; (20 pag.)CN108218945; (2018); A;,
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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.39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, molecular weight is 102.13, as common compound, the synthetic route is as follows.Formula: C5H10O2

a) [1-[5-Methyl-3-(quinolinyl-8-sulfonyloxy)phenoxy]methyl]-cyclopropylmethanol To 250 mg (0.75 mmol) of 5-methyl-3-(quinolinyl-8-sulfonyloxy)phenol, as prepared in step a of example 15, 170 mg (1.7 mmol) of 1,1-di(hydroxymethyl)cyclopropane (as prepared in US Patent 5472964), and 370 muL (1.49 mmol) of tri-n-butylphosphine in 5 mL of anhydrous tetrahydrofuran was added 378 mg (1.5 mmol) of 1,1′-(azodicarbonyl)dipiperidine. The reaction mixture was stirred at ambient temperature for 2 days. The reaction mixture was diluted with diethyl ether, filtered, and the filtrate concentrated. The residue was purified by flash chromatography (dichloromethane / ethyl acetate (2: 1 to 1: 1)) to give the title compound as a gum (177 mg. 59%). 1H-NMR (300 MHz, CDCl3) delta 9.27 (dd, 1 H, J = 2, 4 Hz), 8.42 (dd, 1 H, J = 1.5,7.5 Hz), 8.30 (dd, 1 H, J = 2, 8 Hz), 7.06 – 7.65 (m, 2 H), 6.56 (s, 1 H), 6.44 – 6.47 (m, 2 H), 3.73 (s, 2 H), 3.56 (d, 2 H, J = 5.5 Hz), 2.17 (s, 3 H), 1.79 (t, 1 H, J = 5.5 Hz), 0.53 – 0.62 (m, 4 H). Mass spectrum (MALDI-TOF, alpha-cyano-4-hydroxycinnamic acid matrix) calcd. for C21H21NO5S: 400.1 (M +H). Found: 399.8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; Ortho-McNeil Pharmaceutical, Inc.; EP906091; (2006); B1;,
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Synthetic Route of 4254-29-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 4254-29-9, name is 2,3-Dihydro-1H-inden-2-ol. A new synthetic method of this compound is introduced below.

General procedure: General Procedure C A flame-dried flask with Teflon stir bar was charged with triphenylphosphine (1.2 equiv.) and I2(1.2 equiv.) in CH2Cl2, the mixture was stirred for 10 min at room temperature. Imidazole (1.2equiv.) was added to the resulting mixture. After 10 min of stirring, the corresponding alcohol(1.0 equiv.) was added and the reaction was stirred for additional 5 h at room temperature andwas checked by TLC until completion. The reaction mixture was quenched with Sat. Na2SO3.The mixture was transferred to a separatory funnel using CH2Cl2 and brine to aid the transferand separation. The aqueous and organic layers were separated and the aqueous layer wasextracted by CH2Cl2 (3x). The combined organic layers were washed with brine and dried overNa2SO4, filtered, and concentrated in vacuum. The crude reaction mixture was purified by flashchromatograph on silica gel and evaporated to give the alkyl iodide compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4254-29-9, its application will become more common.

Reference:
Article; Bai, Songlin; Gao, Yadong; Jiang, Chao; Liu, Xiaolei; Qi, Xiangbing; Wang, Jing; Wu, Qingcui; Yang, Chao; Chem; vol. 6; 3; (2020); p. 675 – 688;,
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Reference of 100058-61-5, Adding some certain compound to certain chemical reactions, such as: 100058-61-5, name is 3-(Benzyloxy)cyclobutanol,molecular formula is C11H14O2, 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 100058-61-5.

Step 3: 2-((6-(3-((1r,3r)-3-(benzyloxy)cyclobutoxy)phenoxy)hexyl)oxy)tetrahydro-2H-pyran To a solution of 3-((6-((tetrahydro-2H-pyran-2-yl)oxy)hexyl)oxy)phenol (100 mg, 0.34 mmol), (1s,3s)-3-(benzyloxy)cyclobutanol (91 mg, 0.51 mmol), PPh3 (267 mg, 1.02 mmol) in THF (5.0 mL) were added DIAD (206 mg, 1.02 mmol) at 40 C. under a nitrogen atmosphere. The resulting mixture was heated to 80 C. overnight. After cooling to room temperature, the reaction was quenched with water. The mixture was extracted with EA (50 mL), and the organic phase was washed with water (20 mL*3), brine (20 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified to afford the desired product (PE:EA=5:1) (130 mg, yield=84%) as colorless oil. 2-((6-(3-((1r,3r)-3-(benzyloxy)cyclobutoxy)phenoxy)hexyl)oxy)tetrahydro-2H-pyran was converted into the final compound, 2-(2,6-dioxopiperidin-3-yl)-5-((6-(3-((1r,3r)-3-((5-(5-methyl-5H-pyrido[4,3-b]indol-7-yl)pyridin-2-yl)oxy)cyclobutoxy)phenoxy)hexyl)oxy)isoindoline-1,3-dione, according to the synthetic scheme below using procedures described above and common procedures known to those skilled in the art. Compound 84: 1H NMR (400 MHz, CDCl3): delta 93.4 (s, 1H), 8.58 (d, J=5.6 Hz, 1H), 8.21-8.48 (m, 2H), 8.20 (d, J=8.4 Hz, 1H), 7.88-7.91 (m, 1H), 7.76 (d, J=8.4 Hz, 1H), 7.56 (s, 1H), 7.51 (d, J=8.0 Hz, 1H), 7.33-7.36 (m, 2H), 7.16-7.18 (m, 2H), 6.86 (d, J=8.4 Hz, 1H), 6.39-6.51 (m, 3H), 5.52-5.54 (m, 1H), 4.94-4.96 (m, 2H), 4.07-4.10 (m, 2H), 3.91-3.97 (m, 5H), 3.22-3.24 (m, 1H), 2.69-2.76 (m, 7H), 2.14-2.16 (m, 1H), 1.82-1.86 (m, 4H), 1.54-1.57 (m, 4H). (M+H)+ 794.5. Synthetic Scheme for Exemplary Compound 86

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. 100058-61-5, 3-(Benzyloxy)cyclobutanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Berlin, Michael; Flanagan, John J.; Dong, Hanqing; Ishchenko, Alexey; (559 pag.)US2018/125821; (2018); A1;,
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Application of 4084-38-2, 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 4084-38-2 as follows.

Add in a 100mL three-necked flask2,3,4,5,6-pentafluorobenzyl alcohol 4.5g (25mmol),Pyridine 3g,Hexane 40mL,Slow drop(1R)-trans-2,2-dimethyl-3-(E/Z-2-chloropropenyl)cyclopropanecarboxylic acid chloride 6g(30mmol),The reaction was carried out for 4 hours at room temperature.The organic phase is sequentially treated with 20 mL of 5% sodium hydroxide solution,Wash with 5% hydrochloric acid solution and saturated sodium chloride solution, dry,After desolvation, a pale yellow viscous liquid is obtained.After column chromatography (petroleum ether / ethyl acetate = 20/1)Light yellow liquid 9.4g,The yield was 94%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4084-38-2, its application will become more common.

Reference:
Patent; Mt. Huang College; Han Bingbing; Zheng Zubiao; (15 pag.)CN109776327; (2019); A;,
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