Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, 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, name: tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, blongs to alcohols-buliding-blocks compound. name: tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate

tert-Butyl 3-(2-(2-(2-hydroxyethoxy)- ethoxy)ethoxy)propanoate [Broadpharm, 9380 Waples St., Suite 101, San Diego, CA 92121] (50 mg, 0.180 mmol, 1.00 equiv), N-(((9H-fluoren-9-yl)methoxy)- carbonyl)-O-(tert-butyl)-L-serine (69 mg, 0.180 minol, 1.00 equiv) and DMAP (22 mg, 0.180 rnrnol, 1.00 equiv) were dissolved in CH2C12 (0.9 mL) . Upon dissolution of the reagents (about 5 minutes), EDCIoHC1 (52 mg, 0.270 nirnol, 1.50 equiv) was added in one portion at room temperature, and the reaction mixture was stirred for 17.5 hours, after which it was poured into aqueous 1 N HC1 (3 mL) and EtOAc (15 niL) . The aqueous phase was extracted twice with EtOAc (5 mL), and the combined organic phases were washed with aqueous 1 N HC1 (2 mL), saturated aqueous NaHCO3 (2 mL), and saturated aqueous NaC1 (2 mL), sequentially. The organic phase was dried over Na2504, filtered and concentrated. Flash column chromatography (5i02, 5% MeOH/CH2C12) provided 95.7 mg (83%) of the title compound as a colorless oil. ?H NMR (500 MHz, DMSOd 6) 6 7.76 (d, J = 7.5 Hz, 2H), 7.63 (d, J = 7.5 Hz, 1H), 7.62 (d, J = 7.5 Hz, 1H), 7.40 (t, J = 7.5 Hz, 2H), 7.32 (t, J = 7.5 Hz, 2H), 5.68 (d, J = 8.5 Hz, lH), 4.54 – 4.49 (m, 1H), 4.43 – 4.21 (m, SM), 3.85 (br, iN), 3.74 – 3.57 (m, 13H) , 2.49 (t, J = 6.5 Hz, 2H), 1.44 (s, 9H), 1.16 (s, 9H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, and friends who are interested can also refer to it.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; BEUTLER, Bruce; BOGER, Dale, L.; (334 pag.)WO2018/5812; (2018); A1;,
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Related Products of 455-01-6, 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 455-01-6 as follows.

Example 82 3-(Trifluoromethyl)phenethyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}carbamate 4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (72 mg) was added to toluene/triethylamine = 10/1 (7 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (125 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3-trifluoromethylphenethyl alcohol (70 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (101 mg, yield 76%). 1H-NMR (CDCl3, 400 MHz): 8.42 – 8.49 (1H, m), 8.12 (1H, s), 7.61 (1H, s), 7.42 – 7.59 (6H, m), 7.13 – 7.18 (2H, m), 6.76 (1H, s), 6.66 (1H, d, J = 6.6 Hz), 4.44 (2H, t, J = 6.7 Hz), 4.15 (3H, s), 4.08 (3H, s), 3.07 (2H, t, J = 6.7 Hz) Mass spectrometry value (ESI-MS, m/z): 513 (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,455-01-6, its application will become more common.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 27489-62-9, 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. 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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.

5-Fluoro-2-nitrobenzotrifluoride (400 mg, 1.91 mmol) and trans-4- aminocyclohexanol (220 mg, 1.91 mmol) are dissolved in dimethylsulfoxide (10 mL) and the reaction is then heated at 95C for 3.5 hours. After cooling to room temperature, the mixture is diluted with dichloromethane (15 mL) and washed with water (3 x 10 mL). The organic phase is collected and dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude product is recrystallised from petrol ether. The desired product is finally isolated as a yellow solid (84% yield).

According to the analysis of related databases, 27489-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INTERVET INTERNATIONAL B.V.; CHASSAING, Christophe Pierre Alain; MEYER, Thorsten; WO2010/146083; (2010); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 349-95-1, (4-(Trifluoromethyl)phenyl)methanol, 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, HPLC of Formula: C8H7F3O, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C8H7F3O

General procedure: Under an N2 atmosphere, a mixture of secondary alcohol (0.5 mmol), primary alcohol (0.6 mmol), 1a (5 mol %), NaOH (0.1 mmol), 4 A molecular sieve (0.6 g), and toluene (1.5 mL) was added into a 25 mL Schlenk tube equipped with a stirring bar. The mixture was heated to 120 C under a slow and steady N2 flow for 24 h. After cooling to ambient temperature, 6 mL water was added and the aqueous solution extracted with ethyl acetate (3 x 5 mL). The combined extracts were dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude product purified on a short flash chromatography column.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,349-95-1, (4-(Trifluoromethyl)phenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Shi-Qi; Guo, Bin; Xu, Ze; Li, Hong-Xi; Li, Hai-Yan; Lang, Jian-Ping; Tetrahedron; vol. 75; 47; (2019);,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 16545-68-9, name is Cyclopropanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 16545-68-9

KO’Bu (938 mg, 8.36 mmol) was added to a stirred solution of 5-chloro-l-methyl-4- nitro-lH-pyrazole (900 mg, 5.57 mmol) and cyclopropanol (970.713 mg, 16.713 mmol) in MeCN (7.27 mL) at rt. Addition was done portionwise. The mixture was stirred at rt for 3hours. Water was added and the mixture acidified with 3N HCl(aq). The reaction mixture was extracted with DCM, dried over MgS04, filtered and evaporated. A purification was performed via preparative LC (Stationary phase: irregular SiOH 15- 40muiotaeta 80g GraceResolv, Mobile phase: gradient from 100% DCM to 98% DCM, 2% MeOH, 0, 1% NH4OH) to afford intermediate 620 (470 mg, yield 46 %).

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, 16545-68-9, Cyclopropanol.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier, Alexis, Georges; LIGNY, Yannick, Aime, Eddy; GROSS, Gerhard, Max; JACOBY, Edgar; MEERPOEL, Lieven; GREEN, Simon, Richard; HYND, George; KULAGOWSKI, Janusz, Jozef; MACLEOD, Calum; MANN, Samuel, Edward; (472 pag.)WO2018/2217; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, the common compound, a new synthetic route is introduced below. Formula: C8H9BrO

Production Example 4 Synthesis of 4-bromophenethyl bromide 4-Bromophenethyl alcohol (1.3 ml) was treated as in Production Example 1 to give the title compound (2.345 g) as a pale yellow oil (yield: 88.8%). 1H-NMR (400 MHz, CDCl3): delta(ppm) 3.12(2H, t, J=7.4Hz), 3.54(2H, t, J=7.4Hz), 7.09(2H, d, J=8.4Hz), 7.45(2H, d, J=8.4Hz).

The synthetic route of 4654-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; US2002/19531; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 13674-16-3, 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 13674-16-3 as follows.

2-{4′-[5-Methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-biphenyl-4-yloxy}-3-phenyl-propionic Acid Diisopropyl azodicarboxylate (0.42 mL, 2.52 mmol) in benzene (10 mL) was added dropwise into a cold (0 C.) mixture of 4′-[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-biphenyl-4-ol (0.5 g, 1.26 mmol), 3-phenyllactic acid methyl ester (0.45 g, 2.52 mmol), triphenylphosphine (0.66 g, 2.52 mmol), and benzene (20 mL). The reaction mixture was stirred at room temperature for 30 minutes, poured into water, and extracted with ethyl ether. The organic extracts were dried over MgSO4. Evaporation gave a yellow oil (0.6 g). This residue was taken in methyl alcohol (15 mL) and tetrahydrofuran (15 mL) and treated with sodium hydroxide (2 N, 3.0 mL). The reaction mixture was stirred for 30 minutes, poured into water, acidified with HCl (2 N), and extracted with ethyl ether. The organic extracts were dried over MgSO4. Evaporation and crystallization from ethyl ether/hexanes gave a white solid (0.38 g, 55% yield): mp 183-184; MS m/e 544 (M+H)+; Analysis for: C32H24F3NO4Calc’d: C, 70.71; H, 4.45; N, 2.58 Found: C, 70.50; H, 4.32; N, 2.53.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13674-16-3, its application will become more common.

Reference:
Patent; Wyeth; US6699896; (2004); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 115-20-8, Adding some certain compound to certain chemical reactions, such as: 115-20-8, name is Trichloroethanol,molecular formula is C2H3Cl3O, 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 115-20-8.

General procedure: Because activation of a carboxylic acid that is adjacent to a chiral center by use of DCC (or EDC) and DMAP can induce epimerization (loss of chiral purity), the condensation reaction between N-protected chiral amino acids (chiral AAs) and the halogenated alcohols is generally performed using a coupling agent (CA) known to minimize or eliminate epimerization (and thereby maintain chiral purity). Generally, such esters were made by reacting the chiral N-protected amino acid (Compound 11 – ) in a suitable solvent such as DCM or DMF by addition of an excess (e.g. 1 .05-5 eq.) of a tertiary organic base such as TEA, NMM or DIPEA and a slight excess (e.g. 1 .1 -1 .3 eq.) of the coupling agent (e.g. HATU or HBTU). A slight excess (e.g. 1 .05 – 1.5 eq.) of the halogenated alcohol was then added and the reaction was monitored by thin layer chromatograph (TLC) until complete. The product was then worked up as discussed in Example 1 , above. Several N-protected esters of chiral amino acids were prepared using this general procedure as summarized in Table 1 B, below, where yield data is also provided.

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. 115-20-8, Trichloroethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TRUCODE GENE REPAIR, INC.; COULL, James, M.; GILDEA, Brian, D.; (182 pag.)WO2018/175927; (2018); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 4254-29-9, name is 2,3-Dihydro-1H-inden-2-ol, the common compound, a new synthetic route is introduced below. Formula: C9H10O

To a solution of 2,3-dihydro-1H-inden-2-ol 215A (1.6 g, 12 mmol) in CHCl3(40 mL) was added pyridine (0.24 mL) and PBr3(1.28 mL) at 0 C. The mixture was heated at reflux for 1 hour and stirred at room temperature overnight. The reaction mixture was poured into ice-water (50 mL) and extracted with dichloromethane (30 mL x 3). The combined organic layers was washed with brine (40 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified with column chromatography on silica gel (petroleum ether, 100% v/v) to furnish Compound 215B. LC-MS (ESI) m/z: non-ionizable compound under routine conditions used;1H-NMR (CDCl3, 400 MHz): delta (ppm) 3.32-3.37 (m, 2H), 3.49-3.55 (m, 2H), 4.74-4.79 (m, 1H), 7.20- 7.28 (m, 4H).

The synthetic route of 4254-29-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; (552 pag.)WO2017/214505; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin, 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, Product Details of 575-03-1, blongs to alcohols-buliding-blocks compound. Product Details of 575-03-1

General procedure: To a magnetically-stirred solution of 7-hydroxycoumarin derivatives (2 mmol), aromatic aldehydes (2 mmol) and NEt3 (2 mmol) in THF (8 mL) a mixture of dialkyl acetylenedicarboxylate (2 mmol) in THF (2 mL) was added in 15 min. The reaction mixture was then allowed to stand at room temperature for 0.5-10 h. After completion of the reaction as indicated by thin-layer chromatography (TLC) (n-hexane/EtOAc, 1:1), the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (Merck, 230-400 mesh) using a mixture of n-hexane/EtOAc (1:1) as eluent to afford the pure product as a light yellow powder.

The synthetic route of 575-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Asghari, Sakineh; Baharfar, Robabeh; Darabi, Samaneh Ahangar; Mohammadian, Reza; Journal of the Brazilian Chemical Society; vol. 26; 2; (2015); p. 218 – 223;,
Alcohol – Wikipedia,
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