Month: March 2022

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 55357-38-5, name is 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate

Fig. 2. Synthesis of the novel phospholipid analogs 1-O-DPPC and 1-O-DPPG’ with the phosphate in the C-2 position from (S)-O-benzyl glycidol. (a) C16H33OH,NaH, DMF/THF (71%); (b) i. POCl3, Et3N, DCM, ii. Pyridine, Choline tosylate EPO (65%); (c) H2, Pd/C, MeOH (99%); (d) C15H31COOH, DMAP, Et3N, DCM (83%); (e) (1-Pr)2NP(OMe)Cl, TMP, DCM; (f) i. (R)-isopropylidene glycerol, Phenyl- IH- tetrazole, DCM, ii. t-BuOOH (67% over 2 steps); (g) H2, Pd/C, MeOH (99%); (h) Palmitic acid, DMAP, DCC, DCM (92%); (i) i. CH3CN, isopropanol, Me3N, DCM, ii. HCl, MeOH, DCM, H2O, iii. NaHCO3, DCM (70%).; The unnatural PC and PG phospholipids (1-O-DPPC, 1-O-DPPG’) with the phos- phocholine and phosphoglycerol head groups linked to the C-2 position of the glyc¬ erol moiety were synthesized utilizing (S)-O-benzyl glycidol as a versatile starting material [27,28] as shown in Fig. 2. Opening of the epoxide 1 under basic condi¬ tions, using THF/DMF (1:1) as a solvent system that minimizes dimerization gave 2 in 71% yield after purification by column chromatography. The phosphorylation was performed using phosphorous oxychloride in CH2Cl2 [27], which gave 3 in 65% yield. Debenzylation under H2 atmosphere with Pd/C as catalyst followed by a sim¬ ple acylation using palmitoyl chloride gave the target 1-O-DPPC lipid. The synthe¬ sis of 1-O-DPPG’ was carried out from 2 using (1-Pr)2NPClOMe [31] as the phos- phorylation reagent. The phosphorylation using TMP as base in the lipid coupling followed by (R)-isopropylidene glycerol with 5-phenyl-lH-tetrazole as a weak pro¬ ton donor gave the protected phospholipid 4 in 67% yield after oxidation. Debenzy¬ lation followed by acylation using DCC gave 5 in 92% yield. Deprotection of lipid 5 was carried out with Me3N to remove the methyl protection group, followed by stir- ring in CH2Cl2/MeOH/0.5M HCl (65:25:4) resulting in removal of the isopro- pylidene group. Finally, the proton on the phosphate was exchanged with sodium us- EPO ing NaHCO3, which gave the desired 1-O-DPPG’ in 70% yield after purification by column chromatography. AEL-43 and AEL-44 were obtained by simple deprotec- tion. Debenzylation of 3 under H2 with Pd/C as catalyst gave AEL-43 in quantitative yield. Deprotection of 4 was carried out using Me3N, CH2Cl2/MeOH/0.5M HCl (65:25:4) as described above followed by debenzylation using H2-PdZC which gave AEL-44 in 71% yield.

With the rapid development of chemical substances, we look forward to future research findings about 55357-38-5.

Reference:
Patent; LIPLASOME PHARMA A/S; WO2006/48017; (2006); A1;,
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Application of 2987-05-5, 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 2987-05-5, name is 4-(Methylamino)cyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 1 N-(4-bromo-2-fluorophenyl)-N’-(4-hydroxycyclohexyl)-N,N’-dimethylureaStep 1. 4-(methylamino)cyclohexanol hydrochloride; To a suspension of lithium tetrahydroaluminate (2.70 g, 0.0711 mol) in tetrahydrofuran (120.0 mL, 1.479 mol) was added tert-butyl (4-hydroxycyclohexyl)carbamate (3.00 g, 0.0139 mol). The reaction mixture was heated at reflux overnight. After cooling to rt, the mixture was carefully quenched with successively dropwise additions of water (2.70 mL, 0.150 mol), 3.750 M of sodium hydroxide in water (2.70 mL) (15%), and water (8.100 mL, 0.4496 mol). After stirring at rt for Ih, the mixture was filtered through a pad of Celite. The filtrate was dried with magnesium sulfate and evaporated to dryness. The crude material was used directly in next step. LCMS (M+H) 130.2. The crude amine was treated with 40 mL of 4 M HCl in dioxane solution at rt for 4 h, then evaporated to dryness to afford the corresponding HCl salt (2.16 g, 93.57%).

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 2987-05-5, 4-(Methylamino)cyclohexanol.

Reference:
Patent; INCYTE CORPORATION; WO2007/130898; (2007); A1;,
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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.6214-45-5, name is (4-Butoxyphenyl)methanol, molecular formula is C11H16O2, molecular weight is 180.24, as common compound, the synthetic route is as follows.HPLC of Formula: C11H16O2

(4-butoxyphenyl)methanol (0.48 mmol, 91.3 mg) was dissolved in tetrahydrofuran (2.0 ml) and NaH (0.96 mmol, 60 %, 38.4 mg) was added in one portion. After gas evolution ceased the suspension was added to a solution of 4-nitrophenyl N-[(2,4- difluorophenyl)methyl]-N-(l-methylpiperidin-4-yl)carbamate (130 mg, 0.32 mmol) dissolved in tetrahydrofuran (2.0 ml). The mixture was stirred for 4 hours, the mixture was partitioned between diethyl ether and 0.2 M NaOH, the organic phase was collected, dried, and the crude was purified by column chromatography using silicon dioxide gel, eluting with 10-25 % methanol in ethyl acetate to afford the title compound (86 mg, yield 60 %): NMR (400 MHz, Chloroform-^) delta 7.42 – 6.97 (m, 3H), 6.97 – 6.63 (m, 4H), 5.25 – 4.96 (m, 2H), 4.58 – 4.33 (m, 2H), 4.23 – 3.72 (m, 1H), 3.96 (t, 2H), 2.85 (d, 2H), 2.25 (s, 3H), 2.13 – 1.86 (m, 2H), 1.84 – 1.41 (m, 8H), 0.98 (t, 3H); LC-MS : 447.3 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6214-45-5, (4-Butoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; BURSTEIN, Ethan, S.; OLSSON, Roger; JANSSON, Karl, Erik; SKOeLD, Niklas, Patrik; WAHLSTROeM, Larisa, Yudina; BORGSTROeM, Bjoern, Gustav; VON WACHENFELDT, Henrik; BERGNER, Magnus Gustav, Wilhelm; (146 pag.)WO2019/40104; (2019); A2;,
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Electric Literature of 81156-68-5, 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 81156-68-5, name is 2,4-Dichlorophenethyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

(ii) 3-[2-(2,4-Dichlorophenyl)-Ethoxy]-4-Ethoxy-Benzoic Acid Ethyl Ester 0.5 g (2.38 mmol) of 4-Ethoxy-3-hydroxy-benzoic acid ethyl ester was dissolved in 10 ml of anhydrous tetrahydrofuran. To this solution was added 0.5 g (2.62 mmol) of 2-(2,4-Dichlorophenyl)-ethanol, 2.38 g (equivalent to 7.13 mmol PPh3) of triphenylphosphine derivatized polystyrene and 1.24 g (7.13 mmol) of DEAD. The solution was shaken for 16 h at RT. The polymer was filtered off and washed with ethyl acetate. The solvent was removed under reduced pressure. The residue was taken-up in ethyl acetate and the solution was washed three times with water and twice with saturated aqueous sodium chloride. The organic phase was dried with magnesium sulphate, filtered and the solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluding with ethyl acetate/n-heptane (1/4).

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 81156-68-5, 2,4-Dichlorophenethyl alcohol.

Reference:
Patent; Nazare, Marc; Will, David William; Peyman, Anuschirwan; Matter, Hans; Zoller, Gerhard; Gerlach, Uwe; US2002/198195; (2002); A1;,
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Electric Literature of 55357-38-5, 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. 55357-38-5, name is 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate, molecular formula is C12H21NO4S, 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.

EXAMPLE 1 A solution of 48.7 g of cholest-5-en-3beta-yl 2-hydroxyethylcarbonate and 10 ml of quinoline in 500 ml of methylene chloride is added dropwise at room temperature to a solution of 12.5 ml of phosphorus oxychloride. The solution is treated at room temperature while stirring with 60 ml of pyridine and 77 g of choline tosylate in 500 ml of methylene chloride, whereupon the reaction mixture is stirred at room temperature overnight. The mixture is treated with 125 ml of water and 34 g of sodium bicarbonate and then with 3000 ml of acetone. The precipitated product is filtered off under suction, dissolved in 1000 ml of chloroform-methanol 1:1 and stirred with 500 g of ion exchanger (Amberlite MB-3). The latter is filtered off under suction and the solution is evaporated. The resulting residue is recrystallized in a mixture of methylene chloride-methanol 1:1 and dioxan. There are obtained 39 g of O-[[2-[[(cholest-5-en-3beta-yloxy)carbonyl]oxy]ethoxy]hydroxyphosphinyl]choline hydroxide internal salt of melting point 224 C., MS: 640 (M+H)+.

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 55357-38-5, 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate.

Reference:
Patent; Hoffmann-La Roche Inc.; US5215972; (1993); A;,
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Adding a certain compound to certain chemical reactions, such as: 38584-37-1, 3-(Hydroxymethyl)adamantan-1-ol, 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, Application In Synthesis of 3-(Hydroxymethyl)adamantan-1-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 3-(Hydroxymethyl)adamantan-1-ol

(2) 5.0 Parts of the salt represented by the formula (g), 2.1 parts of (3-hydroxy-1-adamantyl)methanol, 50 parts of toluene and 0.3 part of concentrated sulfuric acid were mixed. The mixture obtained was heated and refluxed for 22 hours. The mixture was cooled, and then, concentrated. To the residue obtained, 90 parts of chloroform was added, and the solution obtained was repeated to wash with an ion-exchanged water until the aqueous layer obtained was neutralized. The organic layer obtained was concentrated and the residue obtained was mixed with 49 parts of ethyl acetate. The resultant mixture was stirred and filtrated to obtain the solid. The solid obtained was dried to obtain 5.4 parts of the salt represented by the above-mentioned formula (b). The 1H-NMR spectrum of the salt obtained was the same as that of the salt obtained in above-mentioned Salt Synthesis Example 1.

The synthetic route of 38584-37-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; US2008/86014; (2008); 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. 55977-10-1, name is 3-Bromo-7-hydroxy-4-methylchromen-2-one. A new synthetic method of this compound is introduced below., HPLC of Formula: C10H7BrO3

A mixture of 3-bromo-7-hydroxy-4-methyl-2H-chromen-2-one (1) (7.66 g, 30 mmol), 4-(2-morpholmoethylcarbamoyl)phenylboronic acid (2) (10.02 g, 36 mmol), Na3PO4 (17.21 g, 105 mmol) in a mixture of ethoxyethanol (0.140 g) and water (14 g) was purged with Argon for five minutes in a 250 mL pressure vessel. Ligand Sphos (738 mg, 1.8 mmol) and Pd(OAc)2(206 mg, 0.90 mmol) were added under an Argon atmosphere then the vessel was sealed and heated for 60 min in a 150 C. oil bath with strong stirring. This process was repeated once. Upon cooling, the reaction mixtures were filtered through a silica plug using CH2Cl2and MeOH wash. The unified solutions were evaporated to 100 mL slowly diluted with water (100 mL) and crystallized at 0 C. The product was filtered, washed with 50% MeOH (2×50 mL) and dried to afford 22.33 g (9.1%) of the title compound.

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, 55977-10-1, 3-Bromo-7-hydroxy-4-methylchromen-2-one.

Reference:
Patent; MANNKIND CORPORATION; ZENG, QINGPING; TORO, ANDRAS; PATTERSON, JOHN BRUCE; WADE, WARREN STANFIELD; ZUBOVICS, ZOLTAN; YANG, YUN; WU, ZHIPENG; (403 pag.)JP2015/214548; (2015); A;,
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Electric Literature of 205877-13-0, 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.205877-13-0, name is (2-Amino-3-methoxyphenyl)methanol, molecular formula is C8H11NO2, molecular weight is 153.1784, as common compound, the synthetic route is as follows.

General procedure: To a solution of 1a (1.2 g, 7.61 mmol) in CH2Cl2 (20 mL) was added MnO2 (2.6 g, 30.1 mmol) and stirred at rt under an Ar atmosphere. After 23 h with stirring, the reaction mixture was filtrated and evaporated. The residue was crystallized from AcOEt to give 7a (1.0 g, 85%) as a yellow needle crystal.

The chemical industry reduces the impact on the environment during synthesis 205877-13-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; Ida, Yoshihiro; Matsubara, Ayaka; Nemoto, Toru; Saito, Manabu; Hirayama, Shigeto; Fujii, Hideaki; Nagase, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 20; 19; (2012); p. 5810 – 5831;,
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Electric Literature of 55357-38-5 ,Some common heterocyclic compound, 55357-38-5, molecular formula is C12H21NO4S, 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.

To a solution comprising compound la prepared starting from 7.4 gr. of compound 2a a solution of 12.7 gr. of choline tosylate in dry acetonitrile was added. A solution of 5.9 ml. of triethylamine in 4 ml. DCM was added thereto. The reaction mixture was stirred overnight. The reaction mixture was then concentrated, 250 ml. of hexane was added and evaporated to dryness. The residue was redissolved in 390 ml. of THF and precipitated choline tosylate was filtered. Concentrated HCl (1. 7ml) was added and the reaction mixture was stirred for 1 hour. The reaction mixture was dried over magnesium sulfate, filtered, and the pH was basified with triethylamine. The precipitation was filtered, the filtrate was evaporated to dryness and then redissolved in a solvent mixture consisting of chloroform, methanol and water (8: 4: 3). The lower phase was separated and washed 4 times with the same upper phase and evaporated. The crude product was dissolved in 45 ml. of 1M tetrabutylammonium fluoride in THF and the reaction mixture was stirred at 45C for 2 hours. The resulting solution was evaporated and the crude product was purified by silicagel chromatographic column. (Eluent: gradual mounting concentration of methanol in chloroform). The relevant fractions were evaporated and the resulting product was then co-evaporated with acetonitrile. 1.49 of pure product was obtained (23% yield). 1H NMR 300 MHz (8 ppm, CD30D) : 0.92 (t, 3H), 1.31 (bm, 20H), 1.44 (m, 2H), 2.10 (q, 2H), 2.92 (m, 1H), 3. 33 (m, 1H), 3.67 (m, 2H), 3.92 (m, 1H), 4.04 (m, 2H), 4.30 (m, 2H), 5.55 (dd, 1H), 5. 78 (dt, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55357-38-5, its application will become more common.

Reference:
Patent; BIOLAB LTD.; WO2005/68480; (2005); A1;,
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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.624-08-8, name is Heptadecan-9-ol, molecular formula is C17H36O, molecular weight is 256.4672, as common compound, the synthetic route is as follows.Computed Properties of C17H36O

9-Heptadecane p-Toluenesulfonate (3): p-toluenesulfonyl chloride (14.7 g, 77 mmol) in CH2Cl2 (60 mL) was added dropwise to a solution of heptadecan-9-ol (2) (18.00 g, 70 mmol) and triethylamine (Et3N) (24.4 mL, 181 mmol) in CH2Cl2 (90 mL) in a dry 250 mL flask. The mixture was stirred for 2 h, 250 mL of water was added, and the mixture was extracted three times with CH2Cl2 (3 * 150 mL). ;The organic phase was washed with water, dried (Na2SO4), and concentrated under reduced pressure. The crude product was purified by silica-gel flash chromatography (cyclohexane-ethyl acetate, 95-5 as eluent) to give 22.5 g of colorless oil, which crystallized as the title product (yield: 78%). 1H NMR (400 MHz, CDCl3): delta (ppm) 7.78 (d, J = 8.3 Hz, 2H), 7.31 (d, J = 8.0 Hz, 2H), 4.54 (p, J = 6.0 Hz, 1H), 2.43 (s, 3H), 1.55 (m, 4H), 1.21 (m, 24H), 0.88 (t, 6H). 13C NMR (101 MHz, CDCl3): delta (ppm) 144.38, 134.97, 129.74, 127.85, 84.78, 70.82, 34.26, 31.97, 29.48, 29.42, 29.28, 24.81, 22.78, 21.71, 14.23. FT-IR (ATR): nu = 2954, 2923, 2852, 1598, 1521, 1495, 1465, 1354, 1305, 1173, 1097, 1020, 895, 816, 766, 720, 662, 575, 554 cm-1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,624-08-8, Heptadecan-9-ol, and friends who are interested can also refer to it.

Reference:
Article; Garbay; Muccioli; Pavlopoulou; Hanifa; Hadziioannou; Brochon; Cloutet; Polymer; vol. 119; (2017); p. 274 – 284;,
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