Month: June 2021

Synthetic Route of 932-01-4 , The common heterocyclic compound, 932-01-4, name is 4,4-Dimethylcyclohexanol, molecular formula is C8H16O, 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.

10399] Step 1: To a DCM (45 mE) solution of the 4,4- dimethylcyclohexanol (200 mg, 1.56 mmol) was added tnethylamine(4.9 mE, 35 mmol). The solution was cooled to 0 C. before methanesulfonyl chloride (0.324 mE, 2.34 mmol) was added dropwise. The resulting mixture was allowed to warm to RT over 13 h. The reaction was diluted with DCM and washed with water, the organic phase dried (Na2504), filtered and the filtrate concentrated in vacuo. No further purification was necessary to afford 4,4-dimethylcyclohexyl methanesulfonate.

The synthetic route of 932-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVIRA THERAPEUTICS, INC.; Chen, Austin; Bravo, Yalda; Stock, Nicholas; Pedram, Bijan; Jacintho, Jason; Clark, Ryan C.; (76 pag.)US2016/151375; (2016); A1;,
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Application of 702-98-7, 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 702-98-7, name is 2-Methyladamantan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

In a 50 mL two-neck flask was placed 1.611 g (10 millimol) of 2-methyl-2-adamantanol and to dissolve the same, was added 10 mL of dry tetrahydrofuran. When the content in the flask was cooled with a cooling medium to minus 65C, the uniform solution turned to slurry. To the resultant slurry was added dropwise 6.25 mL (10.0 millimol, 1.6 M) of solution of n-butyllithium in hexane over a period of approximately 1 to 2 minutes with a result that the slurry turned to yellow transparent solution. Subsequently, the resultant solution was subjected to natural temperature raising to room temperature to proceed with reaction for 3 hours, and reaction liquid thus obtained was used as such for the next synthesis.

According to the analysis of related databases, 702-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDEMITSU PETROCHEMICAL CO., LTD.; EP1398309; (2004); A1;,
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Related Products of 1883-32-5, 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.1883-32-5, name is 2,2-Diphenylethanol, molecular formula is C14H14O, molecular weight is 198.26, as common compound, the synthetic route is as follows.

(3) Preparation of 2,2-diphenylethyl methanesulfonate In a 500mL three-opening flask, 2,2-diphenyl ethanol (17g, 86mmol) was dissolved in 170mL dichloromethane. To the flask was added triethylamine (13.03g, 129mmol). The resulting mixture was stirred at 0C for half an hour. To the resulting mixture was slowly added MsCl (11.92g, 104mmol) dropwisely. The reaction was conducted at 25C. After the completion of reaction monitored by TLC, the reaction solution was washed with water thrice. The organic phase was dried over anhydrous sodium sulfate and evaporated to remove the solvent to produce 2,2-diphenylethyl methanesulfonate (23g) in a yield of 96.78 %.

Statistics shows that 1883-32-5 is playing an increasingly important role. we look forward to future research findings about 2,2-Diphenylethanol.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; ZHANG, Hui; FAN, Mingwei; SUN, Liang; EP2703398; (2014); A1;,
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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. 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. A new synthetic method of this compound is introduced below., Quality Control of 1-Amino-2-methylpropan-2-ol

Example 82N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,7-dimethyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamideN-(2-Formyl-1,7-dimethyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide (300 mg) obtained in Reference Example 66, 1-amino-2-methylpropan-2-ol (102 mg) and acetic acid (1.53 mL) were added to N,N-dimethylacetamide (5 mL), and the mixture was stirred at room temperature for 1 hr.Sodium triacetoxyborohydride (324 mg) was added, and the mixture was stirred at room temperature for 21 hr. 8N Aqueous sodium hydroxide solution (3.82 mL) was added dropwise at 0°C.The mixture was extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, purified by silica gel column chromatography [eluent; ethyl acetate_methanol=100:0 (volume ratio)?methyl acetate_methanol=60:40 (volume ratio)], and crystallized from ethyl acetate and diisopropyl ether to give the title compound (289 mg, yield 81percent) as a beige solid.1H NHR (300 MHz, DMSO-d6) delta: 1.10 (6 H, s), 1.59 – 2.10 (4 H, m), 2.46 (2 H, s), 2.55 (3 H, s), 3.65 – 3.74 (1 H, m), 3.76 – 3.85 (1 H, m), 3.87 (2 H, s), 3.96 – 4.12 (5 H, m), 4.13 – 4.25 (2 H, m), 6.29 (1 H, s), 6.82 (1 H, d, J=8.3 Hz), 7.05 (2 H, d, J=8.7 Hz), 7.26 (1 H, d, J=8.3 Hz), 7.98 (2 H, d, J=8.7 Hz), 9.80 (1 H, s).melting point: 197-200°Celemental analysis (C27H35N3O4*0.2H2O)Calculated: C, 69.12; H, 7.60; N, 8.96.Found: C, 69.06; H, 7.41; N, 8.83.

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, 2854-16-2, 1-Amino-2-methylpropan-2-ol.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2522657; (2012); A1;,
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Related Products of 230295-16-6, 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 230295-16-6, name is (3-Fluoro-4-(trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Step2: A mixture of [3-fluoro-4-(trifluoromethyl)phenyl]methanol (230 g, 1.18 mol) andHBr (1200 mL, 40%) was heated to reflux for 2 hours. The resulting solution was cooledand diluted with 2 L of water. The resulting solution was extracted with dichloromethane (3 x 1 L). The organic layers were combined, washed with water (1 L), aqueous sodium bicarbonate (1 L) and brine (1 L), dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 4-(bromomethyl)-2-fluoro-1-(trifluoromethyl)benzene asyellow oil.

According to the analysis of related databases, 230295-16-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CAMMARANO, Carolyn Michele; CHRISTOPHER, Matthew, P.; DINSMORE, Christopher; DOLL, Ronald, J.; FRADERA LLINAS, Francesc Xavier; LI, Chaomin; MACHACEK, Michelle; MARTINEZ, Michelle; NAIR, Latha, G.; PAN, Weidong; REUTERSHAN, Michael Hale; SHIZUKA, Manami; STEINHUEBEL, Dietrich, P.; SUN, Binyuan; THOMPSON, Christopher Francis; TROTTER, B. Wesley; VOSS, Matthew Ernst; WANG, Yaolin; YANG, Liping; PANDA, Jagannath; KURISSERY, Anthappan Tony; BOGEN, Stephane, L.; WO2014/120748; (2014); A1;,
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Reference of 929-06-6, 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 929-06-6, name is 2-(2-Aminoethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

compound C (10.0 g, 0.095 mol) was dissolved in 50 mL of methylene chloride and triethylamine (11.55 g, 0.114 mol) was added to it. The solution was cooled in an ice-bath and di-tert-butylcarbonate (22.83 g, 0.105 mol) in 30 mL of methylene chloride was added through an additional funnel. The reaction was slowly warmed up to room temperature and stirred at room temperature overnight. The reaction was extracted with water and the organic phase was washed with diluted HCl solution and dried over magnesium sulfate. Solvent was evaporated and the crude product was purified by column to give 12.43 g of pure product as an oil, 64% yield. 1H NMR (CDCl3) delta (ppm): 1.45 (s, 9 H), 3.30-3.35 (m, 2 H), 3.48-3.59 (m, 4 H), 3.71-3.76 (m, 2 H), 5.47 (s, br, 1 H).

According to the analysis of related databases, 929-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zheng, Shiying; Wang, Ruizheng; Che, Wenyi; US2008/95699; (2008); 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. 2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, 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. Quality Control of 3-Methylbutane-1,3-diol

Into a 1 L three-necked flask equipped with a stirrer, a dry air inlet tube, a thermometer, a distillation column (inner diameter 25 mm × height 300 mm, packing tower packed with 6 mm McMahon packing) and a distillation head,100 g of 3-methyl-3-hydroxy-1-butyl alcohol, 5.1 g of Zn-acetylacetonate and 33 g of hexane as a catalyst, and the inside of the system was heated to 100 to 110 C. with stirring. 15 g of hexane was withdrawn from the top of the distillation column.After cooling the inside of the system to 40 C., 240 g of methyl methacrylate and 0.24 g of 2,2,6,6-tetramethyl-4-hydroxypiperidine-N-oxide as a polymerization inhibitor were charged and stirred while blowing in a small amount of air While heating the inside of the system to 100 to 130 C. Methanol produced as the reaction proceeds proceeds by azeotropic distillation with methyl methacrylate,The reaction was gradually withdrawn from the top of the distillation column to proceed the reaction.The conversion rate of 3-methyl-3-hydroxy-1-butyl alcohol after 7 hours from the start of the reaction was 97.5%3-methyl-3-hydroxy-1-butyl alcoholThe yield of 3-methyl-3-hydroxy-1-butyl methacrylate was 77.0%, and the diester yield based on 3-methyl-3-hydroxy-1-butyl alcohol was 10.8%

With the rapid development of chemical substances, we look forward to future research findings about 2568-33-4.

Reference:
Patent; Mitsubishi Gas Chemical Company; Kushida, Eriko; Takemoto, Makiko; (16 pag.)JP2018/135285; (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.3391-86-4, name is Oct-1-en-3-ol, molecular formula is C8H16O, molecular weight is 128.21, as common compound, the synthetic route is as follows.Safety of Oct-1-en-3-ol

General procedure: Hydration reactions were carried out in Schlenk tube under N2atmosphere. The reaction mixture was prepared dissolving 5 mg(6.5 lmol) of catalyst 2 in 3 mL of H2O. The mixture was degassedand 1.5 mmol of corresponding acetonitrile substrate was addedwith micropipette to stirred solution. The reaction was allowedfor heating at 110 C using oil bath or microwave-assisted heating.The isomerization reactions of allylic alcohols were conductedSchlenk tube under N2 atmosphere. The reaction mixture wasprepared dissolving 3 mg (3.9 lmol) of catalyst 2 in 2 mL ofappropriate solvent (DMF, EtOH or H2O). The mixture wasdegassed and 1 mmol of corresponding allylic alcohol substratewas added with micropipette to stirred solution. The reactionwas allowed for heating using oil bath.The reaction solutions were analyzed by regular sampling usingGC/FID (Hewlett Packard) equipped with Beta DEX 120(30 m 0.25 mm 0.25 lm) 30 m long column. The degrees ofconversion were calculated on the basis of the ratio of areas ofthe substrate material and the products determined from correspondingchromatograms. The optimization of chromatographicmethods and the calibration procedures for detection of productsas well as substrates were realized by injection of authenticcommercial samples.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3391-86-4, Oct-1-en-3-ol, and friends who are interested can also refer to it.

Reference:
Article; Dikhtiarenko, Alla; Khainakov, Sergei; Garcia, Jose R.; Gimeno, Jose; Inorganica Chimica Acta; vol. 454; (2017); p. 107 – 116;,
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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. 456-47-3, name is 3-Fluorobenzyl alcohol. A new synthetic method of this compound is introduced below., HPLC of Formula: C7H7FO

2-Bromo-4-nitrophenol (4.86 g, 0.0223 mol), triphenylphosphine (7.6 g, 0.0290 mol), 3-fluorobenzylalcohol (3.65 g, 0.0290 mol) were combined and dissolved in THF (89 mL). The reaction temperature was cooled to 0 C. and DIAD (4.50 g, 0.0290 mol) was added. The reaction was allowed to warm slowly to room temperature and stirred for 3 hours before it was diluted with water (100 mL) and EtOAc (100 mL). The layers were separated and the aqueous layer was extracted with EtOAc (200 mL*2). The organic extracts were combined and washed with brine, followed by drying over sodium sulfate. The volatiles were removed in vacuo and the residual semi-solid was treated with diethyl ether. The solids were removed by filtration. The volatiles from the resulting filtrate were removed in vacuo and the material was purified using EtOAc:Hexanes (90/10) in a biotage LC system to afford the title compound as a yellow solid (3.73 g, 68% yield). 1H NMR (DMSO-d6) delta 8.43 (d, 1H); 8.26 (m, 1H); 7.45 (m, 1H); 7.38 (d, 1H); 7.30 (m, 2H); 7.17 (m, 1H); 5.39 (s, 2H).

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, 456-47-3, 3-Fluorobenzyl alcohol.

Reference:
Patent; NOVARTIS AG; Lackey, Karen Elizabeth; Mullin, Robert J.; Spector, Neil; Wood, III, Edgar Raymond; Xia, Wenle; (22 pag.)US2015/366868; (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. 623-04-1, name is (4-Aminophenyl)methanol, molecular formula is C7H9NO, 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. COA of Formula: C7H9NO

PSA targeted prodrug was synthesized via scheme 1. The PSA targeting peptide was synthesized by solid phase peptide synthesis. Commercially available Fmoc-protected leucine was coupled with /j>-aminobenzyl alcohol (PAB) by following standard amide coupling protocol. Following bromination, intermediate 2 was reacted with sodium diethyl dithiocarbamate to give 3. Fmoc deprotection of 3 affords Leu-PAB-DTC 4. Compound 4 was coupled to the PSA targeting peptide synthesized via solid phase peptide synthesis to give PSA-DTC, PSA-targeting prodrug (Scheme 1). A) p-Aminobenzyl alcohol, HBTU, 4% NMM in DMF, 3h, rt, 63%; B) PBr3, Dry THF, 3 h, 0 C, 78%; C)(i) Sodium diethyldithiocarbamate, Dry THF, 12 h, rt (ii) 1% DBU in THF, 5 min, rt, 85%; D) FmocRSSYYS, HOBt, EDC, DIPEA, DMF, 12 h, rt; E) 20% piperidine in DMF, 3 h, rt.

With the rapid development of chemical substances, we look forward to future research findings about 623-04-1.

Reference:
Patent; DUKE UNIVERSITY; FRANZ, Katherine, J.; BAKTHAVATSALAM, Subha; ZHANG, Tian; GEORGE, Daniel; SLEEPER, Mark; (88 pag.)WO2019/10231; (2019); A1;,
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