Tag: M.W=100-200

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.2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, molecular weight is 104.1476, as common compound, the synthetic route is as follows.name: 3-Methylbutane-1,3-diol

[0153] 3-Methylbutane-1,3-diol (3.83 g, 36.8 mmol) wasdissolved in dichloromethane (150 ml), followed by the additionoftriethylamine(6.66 mL) andmethanesulfonyl chloride(3.13 mL) at oo C. After stirring at RT for7.5 hrs, the reactionwas quenched by ethyl acetate and water, and the organiclayer was dried over anhydrous sodium sulfate. The solventwas distilled off under reduced pressure to obtain the titlecompound as a colorless oil ( 4.79 g, 72%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; Hodous, Brian L.; (150 pag.)US2016/31892; (2016); A1;,
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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. 100058-61-5, name is 3-(Benzyloxy)cyclobutanol, the common compound, a new synthetic route is introduced below. SDS of cas: 100058-61-5

Step 1: 2-[5-(3-benzyloxycyclobutoxy)-2,2-difluoro-pentoxy]tetrahydropyran To a solution of 3-benzyloxycyclobutanol (2.59 g, 14.53 mmol, 1.10 eq) in N,N-dimethylformamide (100 mL) was added sodium hydride (581 mg, 14.53 mmol, 60% in mineral oil, 1.10 eq) at 0 C. under nitrogen. The mixture was stirred at 0 C. for 0.5 hours and added a solution of (4,4-difluoro-5-tetrahydropyran-2-yloxy-pentyl) 4-methylbenzenesulfonate (5.0 g, 13.21 mmol, 1.00 eq) [prepared as described for Compound 171] in N,N-dimethylformamide (20 mL) dropwise at 0 C. The reaction mixture was stirred at 60 C. for 6 hours. The mixture was cooled to 25 C. and poured into ice-water (w/w=1/1) (30 mL) and stirred for 15 minutes. The aqueous phase was extracted with ethyl acetate (100 mL*3). The combined organic phase was washed with brine (100 mL*3), dried with anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography (Petroleum ether/Ethyl acetate=1/0, 20/1) to afford 2-[5-(3-benzyloxycyclobutoxy)-2,2-difluoro-pentoxy]tetrahydropyran (1.75 g, 4.21 mmol, 32% yield, 92% purity) as a colorless oil.

The synthetic route of 100058-61-5 has been constantly updated, and we look forward to future research findings.

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 3597-91-9, 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. 3597-91-9, name is [1,1′-Biphenyl]-4-ylmethanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 1-(p-bromophenyl)ethanol I-23 (201 mg, 1.0 mmol) in DMF (2.0 mL) was added HIO3 (194 mg, 1.1 mmol) and TEMPO (7.8 mg, 0.05 mmol). The mixture was stirred for 2 h at room temperature under an Ar atmosphere. After the reaction, the reaction mixture was poured into aq Na2S2O3, and extracted with a mixture of Et2O: hexane=1:1 (3*10 mL). Then, the organic layer was poured into satd NaCl (10 mL) and extracted with Et2O (10 mL). The organic layer was dried over Na2SO4. After being filtration and removal of the solvent under reduced pressure, the residue was purified by flash short column chromatography on silica gel (EtOAc-hexane, 1:4) to give p-bromoacetophenone II-23 in 99% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3597-91-9, [1,1′-Biphenyl]-4-ylmethanol, and friends who are interested can also refer to it.

Reference:
Article; Imai, Sho; Togo, Hideo; Tetrahedron; vol. 72; 44; (2016); p. 6948 – 6954;,
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Adding a certain compound to certain chemical reactions, such as: 27489-62-9, trans-4-Aminocyclohexanol, 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, 27489-62-9, blongs to alcohols-buliding-blocks compound. Product Details of 27489-62-9

To a mixture of trans-4-aminocyclohexanol (2.07 g, 13.6 mmol) and NaHCCbeta (3.50 g, 41.7 mmol) in H2O (20 mL) at room temperature, a solution of benzyl chloroformate (1.92 mL, 13.6 mmol) in dioxane (15 mL) was added. The mixture was stirred at room temperature for 20 h. The white precipitate was collected as benzyl (lR,4R)-4- hydroxycyclohexylcarbamate (3.37 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27489-62-9, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2009/131687; (2009); A2;,
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Reference of 55414-72-7, Adding some certain compound to certain chemical reactions, such as: 55414-72-7, name is (2-Amino-5-methoxyphenyl)methanol,molecular formula is C8H11NO2, 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 55414-72-7.

The product of preparation 3 (300mg, 2.0mmol) in tetrahydrofuran (3mL) was added dropwise to a suspension of sodium hydride (60% dispersion in mineral oil, 54mg, 2.3mmol) in tetrahydrofuran (2mL). The mixture was stirred for 45 minutes and the temperature was maintained at -10C. The product of preparation 5 (357mg, 1.3mmol) in tetrahydrofuran (3mL) was added dropwise and the mixture was stirred for a further hour. The temperature was then allowed to increase to 25C and the reaction was quenched with sodium hydrogen carbonate solution (5mL), and diluted with ethyl acetate (20mL) and water (10mL). The organic phase was separated, washed with brine (10mL), dried over magnesium sulfate and concentrated in vacuo to give an oily residue. Purification of the oil by column chromatography on silica gel, eluting with dichloromethane: methanol, 100: 0 to 97: 3, afforded the title compound in 59% yield, 300mg. MS APCI+ m/z 390,392 [MH]+

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. 55414-72-7, (2-Amino-5-methoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/121152; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 37585-16-3, (2-Amino-4-chlorophenyl)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, Recommanded Product: (2-Amino-4-chlorophenyl)methanol, blongs to alcohols-buliding-blocks compound. Recommanded Product: (2-Amino-4-chlorophenyl)methanol

A solution of (2-amino-4-chlorophenyl)methanol (5.00 g, 31.85 mmol) and pyridine (3.1 mL) in anhydrous chloroform (150 mL) was treated dropwise with a solution of 4- chlorobenzenesulfonyl chloride (7.26g ,34.58 mmol) in chloroform (30 mL) over 20 minutes at room temperature. The reaction mixture was stirred for 5 hours and evaporated to dryness. The resulting residue was taken up in ethyl acetate (200 mL) and aqueous ammonium chloride (100 mL). After stirring for 30 minutes the organic phase was separated and further washed with dilute ammonium chloride (2 x 50 mL), dried EPO over sodium sulfate, filtered and evaporated to give an oil. This was triturated in hot hexane (10OmL) and then stirred at ambient temperature for 2 hours. The solid was collected and washed with hexane to give the title compound (10.0 g). HPLC Rt = 3.04 minutes. 1H NMR (CDCI3) delta 7.75 (d, 2H), 7.53 (s, 1H), 7.45 (d, 2H), 7.09 (dd, 1 H), 7.01 (d, 1 H), 4.40 (s, 2H).

The synthetic route of 37585-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMTED; WO2007/14054; (2007); A2;,
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Electric Literature of 626-18-6, 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 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of sinomenine (658 mg, 2 mmol), p-xylylene glycol (138 mg, 1 mmol) and triphenylphosphine (768 mg, 3 mmol) in dried THF (10 mL) was added a solution of diisopropyl azodicarboxylate (0.59 mL, 3 mmol) in dry THF (2 mL) over a period of 30 min. The reaction mixture was stirred at room temperature for 12 h and then the solvent THF was removed under vacuum. Purification by silica gel column chromatography (EtOAc/CH2Cl2/MeOH, 100:0:0-0:6:1, v/v/v) afforded the title compounds (403 mg, 53%)

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 626-18-6, 1,3-Benzenedimethanol.

Reference:
Article; Teng, Peng; Liu, Hai-Liang; Zhang, Lei; Feng, Li-Li; Huai, Yue; Deng, Zhang-Shuang; Sun, Yang; Xu, Qiang; Li, Jian-Xin; European Journal of Medicinal Chemistry; vol. 50; (2012); p. 63 – 74;,
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Synthetic Route of 16308-92-2, Adding some certain compound to certain chemical reactions, such as: 16308-92-2, name is (2,4-Dimethylphenyl)methanol,molecular formula is C9H12O, 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 16308-92-2.

General procedure: To a stirred mixture of Ph2PCl (6.0 mmol), NaI (6.0 mmol) and anhydrous CH3CN (5.0 mL) was added alcohol 2(1.0 mmol) at room temperature under argon atmosphere. The reaction mixture was stirred at 80 C in oil bath for 12 h. When the reaction temperature was cooled to room temperature, 30 % H2O2 aqueous (0.5 mL) was slowly added, and stirred for another 10 minutes. The organic layer was extracted with dichloromethane, washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel to obtain the corresponding phosphine oxide.

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. 16308-92-2, (2,4-Dimethylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ma, Yutao; Chen, Feng; Bao, Jifeng; Wei, Hao; Shi, Min; Wang, Feijun; Tetrahedron Letters; vol. 57; 23; (2016); p. 2465 – 2467;,
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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.4277-34-3, name is Cyclooct-4-enol, molecular formula is C8H14O, molecular weight is 126.2, as common compound, the synthetic route is as follows.Computed Properties of C8H14O

Compound AA8. A mixture of (Z)-cyclooct-4-en-1-ol (42 mg, 330 mumol, 1.5 eq.), N,N?-disuccinimidyl carbonate (DSC) (101 mg, 396 mumol, 1.8 eq.), and TEA (40 mg, 396 mumol, 1.8 eq.) in MeCN (0.5 mL) was degassed and purged with N2 for 3 times. After stirred at 25 C for 4 h under N2, the mixture was added into a mixture of compound AA7 (91.98 mg, 220 mumol, 1 eq.) and TEA (40 mg, 396 mumol, 1.8 eq.) in DMF (0.5 mL) dropwise at 25 C under N2. After stirred at 25 C for 0.5 h under N2, the reaction mixture was filtered and the filtrate was concentrated in vacuo. The mixture was purificated by prep-HPLC (HCl) to afford compound AA8 (8.9 mg, 16 mumol, 7% yield) as a yellow oil. 1H NMR (CD3OD, 400 MHz) delta 8.47 (br s, 1H), 8.42 (s, 1H), 5.75-5.50 (m, 2H), 4.70 (br s, 1H), 4.15-4.00 (m, 1H), 3.96 (s, 3H), 3.29-3.18 (m, 4H), 3.14-2.97 (m, 2H), 2.62-2.49 (m, 2H), 2.44-2.32 (m, 1H), 2.25 (br d, J = 13.2 Hz, 2H), 2.21-2.13 (m, 2H), 2.10-2.00 (m, 1H), 1.95-1.81 (m, 4H), 1.73 (br dd, J = 4.6, 9.9 Hz, 1H), 1.68-1.34 (m, 7H), 1.10 (br s, 1H), 0.54 (br d, J = 7.3 Hz, 2H), 0.30 (br s, 1H).33

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4277-34-3, Cyclooct-4-enol, and friends who are interested can also refer to it.

Reference:
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD.; SNIR-ALKALAY, Irit; VACCA, Joseph; BEN-NERIAH, Yinon; (238 pag.)WO2019/155468; (2019); 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. 5272-36-6, name is 3-(Trimethylsilyl)propargyl alcohol. A new synthetic method of this compound is introduced below., name: 3-(Trimethylsilyl)propargyl alcohol

According to Ladmiral V. and co-workers (16) 3-(trimethylsilyl)prop-2- yn-1-ol (2.31 ml, 15.6 mmol) and triethylamine (2.83 ml, 20.27 mmol) were dissolved in Et20 (20 ml) and cooled to -20C. A solution of methacryloyl chloride (1.81 ml, 18.56 mmol) in Et20 (10 ml) was added drop wise over 1 hour. The mixture was stirred at -20C for 30 minutes and then overnight at room temperature. Ammonium salts were removed by filtration and the volatiles were removed under reduced pressure. The yellow oil residue was purified by flash chromatography (EtP:Et2O=50:1, Rf= 0.39) (2.48 g, 12.64 mmol, Yield 81%). 1H-NMR (400 MHz, CDCI3): delta = 0.18 (s, 9H, Si(CH3)3); 1.97 (m, 3H, CH3C=CH2); 4.76 (s, 2H, OCH2); 5.62 (m, 1 H, C=CHH); 6.17 (m, 1 H, C=CHH).

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, 5272-36-6, 3-(Trimethylsilyl)propargyl alcohol.

Reference:
Patent; CHIARI, Marcella; (54 pag.)WO2016/92372; (2016); A1;,
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