Alcohols-buliding-blocks

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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Adding a certain compound to certain chemical reactions, such as: 117087-18-0, 2-((Benzyloxy)methyl)propane-1,3-diol, 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: C11H16O3, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C11H16O3

NaH (0.87 g, 80% dispersion in oil, 29.1 mmol) was washed three times with dry pentane, dried in vacuo, and then suspended in 60 mL of dry THF. A solution of 2-benzyloxymethyl-1,3-propanediol (5.70 g, 29.1 mmol) in 5 mL of THF was next added dropwise over 20 min. and the reaction mixture stirred at room temperature for 1.5 hrs. to give a white slurry. t-Butyldimethylsilylchloride (4.38 g, 29.1 mmol) was then added portionwise over 3 min. and the reaction mixture stirred at room temperature for 2 hours further. The mixture was next diluted with 150 mL of ethyl acetate and washed with 10% aqueous potassium carbonate and brine, dried over MgSO4, filtered, and concentrated to give a colorless oil. Purification by column chromatography on silica gel (ethyl acetate/hexanes) provided 7.41 g (82%) of 2-benzyloxymethyl-3-t-butyldimethylsiloxy-1-propanol as a clear, colorless liquid.

The synthetic route of 117087-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic; Rega Stichting v.z.w.; US5650510; (1997); A;,
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Reference of 623-69-8, 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 623-69-8 as follows.

To NaH (0.366 g, 9.16 mmol) in THF (12 mL) at 0 ¡ãC was added 1 ,3-dimethoxy-2- propanol (1 g, 8.32 mmol) in THF (8 mL) solution. The mixture was warmed to room temperature and stirred for 0.5 hour. To this was added tosyl chloride (1.587 g, 8.32 mmol) in one portion. The white cloudy mixture was stirred at room temperature for 16 hours. LC/MS showed complete conversion. The reaction mixture was poured into water and extracted with EtOAc. The organic extracts were combined, washed with brine, dried with sodium sulfate and concentrated in vacuo to give 2 g of colorless oil. The crude mixture was purified by column chromatography (silica gel column 80 g, gradient: 0 min, 100percentn-heptane; 5-12 min, 20percent EtOAc in Heptane; 12-15 min. 30percent EtOAc in Heptane and hold until 30 min). The pure fractions were combined and concentrated under reduced pressure to give 1.25 g of product as colorless oil which solidified upon standing

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-69-8, its application will become more common.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William R.; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; LIN, Xiaodong; MARTIN, Eric J.; PAN, Yue; PFISTER, Keith B; RENHOWE, Paul A.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/101065; (2012); A2;,
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Reference of 7073-69-0 ,Some common heterocyclic compound, 7073-69-0, molecular formula is C9H11BrO, 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.

C. 3,3-dimethyl-3H-benzo[c][1,2]oxaborol-1-ol To a solution of 2-(2-bromo-phenyl)-propan-2-ol (4.0 g, 18.6 mmol, prepared as described in Egan, W. et al. J. Am. Chem. Soc., 1971, 93, 6205) in 60 mL of anhydrous THF under argon at -78 C. was slowly added n-butyl lithium (15 mL, 2.5 M). The mixture was stirred at -78 C. for 2 h, and then triisopropylborate (5.5 mL, 24.2 mmol) was added to the mixture. The mixture was allowed to warm to room temperature and stirred at room temperature for 12 h. The mixture was then cooled to 0 C. and hydrochloric acid (10 mL, 1N) was added to the mixture until pH was <5. The mixture was then stirred at room temperature for 1 h. The two layers were separated. The aqueous layer was extracted twice with ethyl acetate. The organic layers were combined, dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to afford a yellow oil. The oil was purified by chromatography (silica, EtOAc: hexanes,1:3) to afford a white solid (1.16 g, 40%). 1H NMR (400 MHz, CDCl3) delta (ppm): 7.53 (m, 1H), 7.36 (m, 2H), 7.28 (m, 1H), 1.62 (s, 3H), 1.61 (s, 3H). 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. 7073-69-0, 2-(2-Bromophenyl)propan-2-ol, other downstream synthetic routes, hurry up and to see. Reference:
Patent; Cheung, Wing S.; Parks, Daniel J.; Parsons, William H.; Patel, Sharmila; Player, Mark R.; US2008/146637; (2008); A1;,
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Application of 445-26-1, 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.445-26-1, name is 1-(2-Fluorophenyl)ethanol, molecular formula is C8H9FO, molecular weight is 140.1549, as common compound, the synthetic route is as follows.

Example 125 1-(2-Fluorophenyl)ethyl N-{4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}carbamate 4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (90 mg) was added to toluene/triethylamine = 10/1 (9 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (136 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 2-fluoro-alpha-methylbenzyl alcohol (55 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 (79 mg, yield 52%). 1H-NMR (CDCl3, 400 MHz): 8.74 (1H, s), 8.06 (1H, s), 7.58 (1H, s), 7.54 (2H, d, J = 9.0 Hz), 7.39 – 7.43 (1H, m), 7.23 – 7.32 (1H, m), 7.12 – 7.17 (3H, m), 7.03 – 7.08 (1H, m), 6.86 (1H, s), 6.14 (1H, q, J = 6.6.Hz), 4.15 (3H, s), 4.09 (3H, s), 1.62 (3H, d, J = 6.6 Hz) Mass spectrometry value (ESI-MS, m/z): 464 (M++1)

Statistics shows that 445-26-1 is playing an increasingly important role. we look forward to future research findings about 1-(2-Fluorophenyl)ethanol.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
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Related Products of 355-80-6, 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.355-80-6, name is 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol, molecular formula is C5H4F8O, molecular weight is 232.0719, as common compound, the synthetic route is as follows.

To a dispersion prepared of 11.22 g (0.2 mol) of KOH and 100 mL of acetonitrile, a portion of 46.4 g (0.2 mol) of 1,1,2,2,3,3,4,4-octafluoropentan-5-ol was added and the mixture was stirred at r.t. for 1.5 h, then 0.22 mol of allyl chloride was added. Then mixture was refluxed for 5 h and kept at r.t. for 24 h. The precipitate was separated by filtration and was washed with cold acetonitrile. The solvent was removed by rotary evaporation and obtained product was purified by trap to trap distillation to give colorless liquid yield 89%. H NMR (CDCl3, delta, ppm): 6.96 (m, 1H, CHF2), 5.79 (m, 1H, CH=CH2), 5.19 (t, 2H, CH2=CH-), 4.04 (d, 2H, CH2O), 3.81 (t, 2H, OCH2CF2),13C NMR (CDCl3, delta, ppm): 133.09 (CH=CH2), 118.98 (CH2=CH), 115.66 (CF2), 111.13 (CF2H), 107.77 (CF2), 104.40 (CF2), 73.55 (CH2O), 66.42 (OCH2). MS (EI, m/z): 273.3 (10.1), 272.2 (91.0) [M+], 95.0 (14.6), 84.0 (9.3), 71.1 (100), 69.1 (26.1), 57.1 (23.3), 56.1 (9.4), 51.0 (31.7).

Statistics shows that 355-80-6 is playing an increasingly important role. we look forward to future research findings about 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol.

Reference:
Article; Januszewski, Rafa?; Kownacki, Ireneusz; Maciejewski, Hieronim; Marciniec, Bogdan; Journal of Organometallic Chemistry; vol. 846; (2017); p. 263 – 268;,
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Synthetic Route of 5299-60-5, Adding some certain compound to certain chemical reactions, such as: 5299-60-5, name is Ethyl 6-hydroxyhexanoate,molecular formula is C8H16O3, 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 5299-60-5.

To astirred solution of 60 mL dry DCM and DMSO (17.3 mL 0.243 mol) was added oxalylchloride (11.84 mL, 0.138mol) at -78oC dropwise and stirred for 15minutes, then added a solution of compound 20(4.5 g, 0.021 mol) in 10 mL dry DCM slowly and maintained the -78oCtemperature for another 1.5h, added Et3N (17.5 mL, 0.125mol) at -78oCand stirred for another 30 minutes,added icecold water and worked up with DCM, washed with brine, dried over MgSO, solvent evaporated and residue was directlyused for next step without any further purification.THF was added in themixture of solid methyltriphenylphosphonium iodide (22.23g, 0.056 mol) andpotassium t-butoxide (6.22g, 0.056mol)at 0oC and stirred for 15 minutes, it was observed that the reactionmass turned yellow colour, a solution of aldehyde of alcohol 20 (4g, 0.0187mol) in dry THF was added to this yellow reaction mass and stirred for1h at 0oC, before being quenched with saturated NH4Clsolution, extracted with ether, washed with brine, dried on MgSO4,solvent evaporated on reduced pressure followed by column chromatography toafforded olefin 21 (2.9 g, 78%) as colorless liquid; IR (KBr): 2927, 2857, 1734, 1461, 1271, 1161, 1034 cm-1; 1H NMR (300 MHz, CDCl3): delta= 5.70-5.83 (m, 1H), 4.90-5.02 (m, 2H), 4.10 (q, J= 7.55 Hz, 2H), 2.28 (t, J= 7.54 Hz, 2H), 1.96-2.10 (m, 2H), 1.55-1.68(m, 3H), 1.34-1.45 (m, 2H), 1.23 (t, J=6.78 Hz, 4H); 13C NMR (75 MHz, CDCl3): delta= 173.6, 138.3, 114.6, 60.1, 34.1, 33.3,28.3, 24.3, 14.2; MS (ESI) (m/z): 157 [M+H]+.

According to the analysis of related databases, 5299-60-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dachavaram, Soma Shekar; Kalyankar, Kondbarao Balasaheb; Das, Saibal; Tetrahedron Letters; vol. 55; 41; (2014); p. 5629 – 5631;,
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Electric Literature of 558-42-9, 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 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows.

A 250 mL round bottom flask was charged with 1-chloro-2-methylpropan-2-ol (2.0 g, 18 mmol). DCM (60 mL) was added, followed by Et3SiCl (3.4 mL, 20 mmol) and then NMM (3 mL, 27 mmol) and the reaction was stirred at rt for 36 hrs. Water (50 mL) and DCM (50 mL) were added and the aqueous layer extracted with DCM (two¡Á30 mL). The combined organic extracts were washed with water and dried over MgSO4. After filtering, the solvents were removed in vacuo, keeping the bath temperature at 22¡ã C. The intermediate was placed under a 10 mm Hg vacuum for 15 min to provide (ca. 18 mmol, 100percent yield) of ((1-chloro-2-methylpropan-2-yl)oxy)triethylsilane as a pale yellow oil. This material was used as is in the next step.

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 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; PFIZER INC.; Cheng, Hengmiao; Johnson, JR., Theodore Otto; Kath, John Charles; Liu, Kevin Kun-Chin; Lunney, Elizabeth Ann; Nagata, Asako; Nair, Sajiv Krishnan; Planken, Simon Paul; Sutton, Scott Channing; US2013/79324; (2013); A1;,
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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. 3597-91-9, name is [1,1′-Biphenyl]-4-ylmethanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C13H12O

Step 5.Preparation of 4-Bromomethyl-biphenyl (Compound 1E) biphenyl-4-yl-methanol (500 mg, 2.72 mmol) phosphorus tribromide (809 mg, 2.99 mmol), and lithium bromide (260 mg, 2.99 mmol) were dissolved in 10 ml DMF and stirred at ambient temperature for 1 h.water (10 ml) was added and the crude product was extracted into dichloromethane, dried over anhydrous sodium sulfate, filtered through silica gel, and concentrated. MS m/z 167 (M+1-Br).

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:
Patent; Auerbach, Bruce J.; Bratton, Larry D.; Filzen, Gary F.; Geyer, Andrew G.; Trivedi, Bharat K.; Unangst, Paul C.; US2003/225158; (2003); A1;,
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