Month: November 2020

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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below., 558-42-9

INTERMEDIATE 13; (3R.6S)-3-Amino-6-(‘2.3-difluorophenylVl-(2-hydroxy-2-methylpropyl’)azepan-2-one; Step A. Di-fert-butyl r(3R.66f)-6-(;2.3-difluorophenylVl-(;2-hvdroxy-2-methylpropylV2-oxoazepan-3- yl] imidodicarbonate; A solution of (55)-N2,N2-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-D-lysine (0.569 g, 1.24 mmol), l-chloro-2-methyl-2-propanol (0.202 g, 1.86 mmol) and diisopropylethylamine (0.529 g, 4.10 mmol) in EtOH (5 mL) was heated at 75 0C overnight. The reaction was concentrated to dryness, diluted with DCM (20 mL) and EDC (0.358 g, 1.87 mmol), HOAT (0.252 g, 1.87 mmol) were added followed by diisopropylethylamine (0.650 mL, 3.73 mmol). After stirring overnight, NaHCO3 was added, the layers separated and the aqueous phase backwashed with DCM. The combined organics were dried over magnesium sulfate, filtered, concentrated and the residue purified by silica gel chromatography (10percent –> 35percent EtOAc / hexanes) to give the title compound (0.21 g). MS 513.1 (M+l). 1HNMR (500 MHz, CD3OD) delta 7.1 (m, 3H), 5.24 (d, J= 10.7 Hz, IH), 4.02 (m, IH), 3.69 (d, J= 13.9 Hz, IH), 3.60 (d, EPO J= 15.1 Hz, IH), 3.39 (m, IH), 3.24 (d, J= 14.2 Hz, IH), 2.4 (m, IH), 2.1 (m, 3H), 1.5 (s, 18H), 1.20 (s, 3H), 1.16 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2006/41830; (2006); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

124-68-5, 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. 124-68-5, name is 2-Amino-2-methyl-1-propanol. A new synthetic method of this compound is introduced below.

General procedure: 2-Amino-2-methylpropanol (6, 4.89 g, 55 mmol, 8.5 eq),6.50 mmol of carbonyl compound 4 (1 eq), and 50 mg of H2-activated clay are placed in an autoclave (100 cm3).The sealed reactor is heated for 24 h at various temperatures.After cooling and separation of the H2-clay by filtration,the residue is treated in the same manner asdescribed above. The yields of oxazolidines 7 are given inTable 5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124-68-5, 2-Amino-2-methyl-1-propanol, and friends who are interested can also refer to it.

Reference:
Article; Rohand, Taoufik; Savary, Jerome; Marko, Istvan E.; Monatshefte fur Chemie; vol. 149; 8; (2018); p. 1429 – 1436;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding some certain compound to certain chemical reactions, such as: 6338-55-2, name is 2-(2-(2-Aminoethoxy)ethoxy)ethanol, 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 6338-55-2. 6338-55-2

A solution of the amino alcohol (20) (313.6 g, 2.1mol) in THF (3.5 L) was treated, portion-wise, with N-(Benzyloxycarbonyloxy)succinimide (21) (550 g, 2.21mol). Once the reaction was complete (18 h) the THF was removed under reduced pressure and the residue dissolved in CH2Cl2 (2.5 L), then washed with an equal volume of HCl (1 M), NaHCO3 (Sat. Aq.), H2O and brine. The organic extract was dried (MgSO4), filtered and concentrated. The crude material (600g) was subjected to chromatography (4kg silica; 1-12% CH3OH-CH2Cl2) to yield HO-Trig- NHZ (22) (468g, 78%) as a clear-yellow viscous oil

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6338-55-2.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; HEYES, James; HOLLAND, Richard J.; PALMER, Lorne Ralph; WOOD, Mark; (0 pag.)WO2020/93053; (2020); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. 2854-16-2

5-(2 ,4-dichloro-5-(3-fluoropyridin-2-yl)benzamido)- 1 -phenyl- 1 H-pyrazole-3-carboxylicacid (Example 107, 78 g, 166 mmol) was sonicated in DMF (300 mL) with N,Ndiisopropylethylamine (58 mL, 332 mmol) to give a clear solution, which was cooled to 10CC. TPTU (74 g, 249 mmol) was added portionwise and the mixture stirred at 10C for20 minutes. A solution of 1-amino-2-methylpropan-2-ol (22.1 g, 249 mmol) in DMF (50 mL) was added dropwise at 1000 and the mixture then allowed to warm to room temperature and stirred for 16 hours. The reaction mixture was partitioned between EtOAc (600 mL) and water (600 mL). The aqueous layer was separated and extracted with additional EtOAc (3 x 200 mL). The combined organic layers were washed withsaturated aqueous ammonium chloride solution (300 mL), water (5 x 200 mL), dried (magnesium sulphate) and concentrated in vacuo to give an orange oil. The oil was treated with acetonitrile (300 mL) and the resulting solid collected by filtration, washed with acetonitrile and dried under vacuum to afford the title compound as a colourless solid (60 g, 66%).1H NMR (400MHz, DMSO-d6): O ppm 1.09 (s, 6H), 3.21-3.22 (d, 2H), 4.63 (5, 1H), 6.93(5, 1H), 7.45-7.49 (m, 1H), 7.50-7.55 (t, 2H), 7.58-7.65 (m, 3H), 7.69 (5, 1H), 7.80-7.85(t, 1H), 7.87-7.95 (m, 2H), 8.56-8.58 (d, 1H), 10.89 (5, 1H).MS m/z 540.45 [M-Hr

Statistics shows that 2854-16-2 is playing an increasingly important role. we look forward to future research findings about 1-Amino-2-methylpropan-2-ol.

Reference:
Patent; PFIZER INC.; BAGAL, Sharanjeet Kaur; CUI, Jingrong Jean; GREASLEY, Samantha Elizabeth; LUNNEY, Elizabeth Ann; MCALPINE, Indrawan James; NAGATA, Asako; NINKOVIC, Sacha; OMOTO, Kiyoyuki; SKERRATT, Sarah Elizabeth; STORER, Robert Ian; WARMUS, Joseph Scott; WO2015/170218; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 6338-55-2, name is 2-(2-(2-Aminoethoxy)ethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. 6338-55-2

4-Ethynylaniline (170.4 mg, 1.5 mmol) was added to a solution of 4-nitrophenyl chloroformate (289.3 mg, 1.4mmol) in tetrahydrofuran (6.8 mL), stirred at room temperature for 3 hours, and then the solvent was distilled away undera reduced pressure. To a solution of the resulting crude product in dichloromethane (4 mL), a solution of 2-[2-(2-aminoethoxy)ethoxy]ethanol (239 mg, 1.6 mmol) in dichloromethane (4 mL) and triethylamine (303 mL, 2.2 mmol) wereadded, stirred at room temperature overnight, and then the solvent was distilled away under a reduced pressure. Theresidue was purified by silica gel column chromatography (ethyl acetate/methanol (v/v) = 100/0 ? 90/10) to obtain thetitle compound (325.4 mg, 77%) as a pale yellow oily matter.1H NMR (400 MHz, CDCl3) delta 8.30 (1H, br s), 7.32 (4H, m), 6.22 (1H, br t, J = 4.4 Hz), 4.37 (1H, br s), 3.72 (2H, br t, J= 4.4 Hz), 3.55-3.53 (6H, m), 3.49 (2H, t, J = 4.4 Hz), 3.36-3.34 (2H, m), 3.05 (1H, s)

Statistics shows that 6338-55-2 is playing an increasingly important role. we look forward to future research findings about 2-(2-(2-Aminoethoxy)ethoxy)ethanol.

Reference:
Patent; Senju Pharmaceutical Co., Ltd.; TAKEDA, Norihiko; MIYABE, Tomoyo; MACHIDA, Shinnosuke; MACHIDA, Mamiko; NAKAJIMA, Takeshi; (94 pag.)EP3127900; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

1074-16-4, 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 1074-16-4, name is 2-(2-Bromophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

17.6 g (0.314 mol) KOH in 100 mL DMSO was placed in a flask fitted with dropping funnel and magnetic stirrer placed in water bath at ca. 7 C. A solution of 9.9 mL (22.57 g, 0.159 mol) of iodomethane and 13.94 g (0.0742 mol) of 2-(2-bromophenyl)ethanol in 80 mL DMSO was dropped-in while keeping the temperature 21-22 C. Water bath was removed and the reaction mixture was stirred for 2 h while the temperature raised to 27 C. After cooling to RT reaction mixture was poured into 600 mL of water, than extracted with diethyl ether (300 mL and 2 ¡Á 100 mL). Ether extract was washed with water (2 ¡Á 150 mL) and volatiles were distilled off to give 14.6 g of 2-bromo-(2-methoxyethyl)benzene (0.0679 mol, 91.5%), which was used without further purification. 1H NMR (400 MHz, CDCl3): delta: 3.08 (t, 2H), 3.42 (s, 3H), 3.66 (t, 2H), 7.10-7.14 (m, 1H), 7.26-7.33 (m, 2H), 7.57-7.59 ppm (m, 1H).

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 1074-16-4, 2-(2-Bromophenyl)ethanol.

Reference:
Article; Adamczyk-Wo?niak, Agnieszka; Brzozka, Zbigniew; Da?browski, Marek; Madura, Izabela D.; Scheidsbach, Roy; Tomecka, Ewelina; Zukowski, Kamil; Sporzy?ski, Andrzej; Journal of Molecular Structure; vol. 1035; (2013); p. 190 – 197;,
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. 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows. 764-48-7

General procedure: A dry and argon-flushed 10 mL Schlenk tube, equipped with a stirring bar and septum, wascharged with 2-(vinyloxy)ethanol (5, 132 mg, 1.50 mmol, 1.50 equiv) in Et2O (1.5 mL). Then,iPrMgBr (1.55 mmol, 1.55 equiv) was added dropwise at 25 C. After 5 min of stirring,Sc(OTf)3 (49.2 mg, 0.10 mmol, 0.10 equiv) and aldehyde 6 (1.00 mmol, 1.00 equiv) weresuccessively added and the reaction mixture was stirred at 40 C for the given time. After afull conversion was detected by GC-analysis, sat. aq. NH4Cl (15 mL) was added and theaqueous layer was extracted with EtOAc (3 x 15 mL). The combined organic layers weredried over Na2SO4, filtered and solvent was removed under reduced pressure. Purification viacolumn chromatography (SiO2) afforded expected products 4.

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, 764-48-7, Ethylene Glycol Vinyl Ether.

Reference:
Article; Quinio, Pauline; Kohout, Laura; Roman, Daniela Sustac; Gaar, Jakob; Karaghiosoff, Konstantin; Knochel, Paul; Synlett; vol. 27; 11; (2016); p. 1715 – 1719;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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.932-01-4, name is 4,4-Dimethylcyclohexanol, molecular formula is C8H16O, molecular weight is 128.21, as common compound, the synthetic route is as follows.932-01-4

(3) N,N’-carbonyldiimidazole (118 mg) was added to a mixture of 4,4-dimethylcyclohexanol (72 mg) and acetonitrile (7 ml). The reaction mixture was stirred at 45 C. for 1 hour, added with water and chloroform and washed with water. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The product (190 mg) of the above (2), triethylamine (0.21 ml), 4-dimethylaminopyridine (10 mg) and DMF (5 ml) were added to the residue and the reaction mixture was heated at 80 C. for 1 hour. The reaction mixture was evaporated under reduced pressure, and water and chloroform were added thereto. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: hexane/ethyl acetate=100/0 to 0/100 gradient) to obtain 135 mg of 4,4-dimethylcyclohexyl (S)-3-(4-benzyloxy-3-methoxybenzylcarbamoyl)-piperidine-1-carboxylate.

Statistics shows that 932-01-4 is playing an increasingly important role. we look forward to future research findings about 4,4-Dimethylcyclohexanol.

Reference:
Patent; Tsuzuki, Yasunori; Morie, Toshiya; Nakamura, Takanori; Shimizu, Isao; Miyauchi, Masanori; US2012/28937; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 647-42-7, name is 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol. A new synthetic method of this compound is introduced below., 647-42-7

The corresponding fluoroalcoholic substrate 1e (0.728 g, 2.0 mmol) was added to the reaction flask and anhydrous DMF (3 mL) was added.Additional DSC (0.613 g, 1.2 eq.) and pyridine (0.16 mL, 1.0 eq.).The mixture was heated at 40 C for 15 h.It was monitored by TLC until the alcohol was completely reacted. Cool the mixture to room temperature,Boc-t-Bu-lysine (0.604 g, 2.0 mmol) was added.Keep the temperature below 30 C.The reaction mixture was then stirred at room temperature overnight.It was monitored by TLC until the starting material was complete.Water (10 mL) and ethyl acetate (10 mL) were added to the mixture.The organic layer was separated and the aqueous layer was evaporated elutCombine the two organic layers, using 1 mol/L hydrochloric acid in sequence.Wash with water and saturated brine,It was dried over anhydrous magnesium sulfate. Concentrate the organic solution,Fluorine-containing amino acid derivative precursor obtained by flash column chromatography3e (0.598g, 1.86mmol),The yield is 93%.Purity is 99%,It is an oily substance.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,647-42-7, 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Institute of Technology; Liu Meina; Zhu Yu; Wu Tong; Deng Wei; Xuan Maojie; Miao Dengyun; Liu Zhifeng; Shan Yu; (13 pag.)CN108997168; (2018); A;,
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. 56239-26-0, name is cis-4-Aminocyclohexanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. 56239-26-0

EXAMPLE 86[0124] Preparation of 4-((R)-Tetrahydrofuran-3-yloxy)-5-(2,3- dihydrobenzo[b][l,4]dioxin-6-yl)-N-((ls,4S)-4-methoxycyclohexyl)pyrimidin-2-amineJ.: Preparation of Starting Material 4-Methoxycyclohexanamine HydrochlorideReagents and Conditions: a) K2CO3 H2; b) KHMDS, MeI, and THF; c) NH2NH2, EtOH, then 4M HCI H2N HCIStep 1-1: Preparation of 2-((ls,4s)-4-Hydroxycyclohexyl)isoindoline-l,3-dione (2) [0125] To a stirred solution of cis-4-aminocyclohexanol HCl (107 mg, 0.71 mmol) in H2O(1.7 mL) at room temperature was added K2CO3 (174 mg, 1.25 mmol), followed by N- carboethoxyphthalimide (174 mg, 0.79 mmol). After stirring at room temperature for 30 min, the solid was filtered, washed with H2O, and dried in vacuo to provide the title compound (140 mg, 81percent) as a white solid. 1H NMR (300 MHz, CDCl3) delta 7.82 (m, IH), 7.79 (m, IH), 4.10 (m, IH), 2.64 (m, IH), 1.5-2.0 (set of m, 4H). MS (ESI) m/z: Found: 491 (2M+ + 1), CaIc. 245(M+).

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, 56239-26-0, cis-4-Aminocyclohexanol hydrochloride.

Reference:
Patent; CYSTIC FIBROSIS FOUNDATION THERAPEUTICS, INC.; CHIANG, Phoebe; GHOSH, Shomir; WO2010/68863; (2010); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts