Tag: M.W=200-300

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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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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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. 29194-04-5, name is 2-(Benzyl(methyl)amino)-1-phenylethanol, the common compound, a new synthetic route is introduced below. name: 2-(Benzyl(methyl)amino)-1-phenylethanol

EXAMPLE 5 Asymmetric reduction by use of (+)-2-N-benzyl-N-methylamino-1-phenylethanol: To a solution of 1.08 g (0.0284 mole) of LiAlH4 in 85 cc of ethyl ether, while being cooled in ice, was added dropwise 22 cc of an ether solution containing 6.86 g (0.0284 mole) of (+)-2-N-benzyl-N-methylamino-1-phenylethanol followed by 40 cc of an ether solution containing 6.90 g (0.0564 mole) of N-ethylaniline. After having been stirred at room temperature for 3 hours, the mixture was cooled to -78 C. To the mixture was added dropwise 55 cc of an ether solution containing 2.75 g (0.0095 mole) of (E)-1-(4-chlorphenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-one. The mixture was stirred at said temperature for 3 hours and left standing overnight at room temperature. To the mixture was then added 105 cc of 2 N hydrochloric acid to effect decomposition. The organic layer was separated, washed successively with 100 cc of a saturated aqueous sodium hydrogencarbonate solution and 100 cc of ice-cooled water, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 2.83 g of a crude product: [alpha]D24 -6.44 (c=1.05, CHCl3). A 2.8 g portion of the crude product was recrystallized three times from a cyclohexane-methanol mixture to obtain 0.82 g of (-)-(E)-1-(4-chlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-ol: [alpha]D24 -14.9 (c=1.0, CHCl3).

The synthetic route of 29194-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; US4435203; (1984); A;,
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Adding a certain compound to certain chemical reactions, such as: 55977-10-1, 3-Bromo-7-hydroxy-4-methylchromen-2-one, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

General procedure: The appropriate 7-hydroxycoumarin 1a-g (2.0 mmol for 2a-gand 2i-r; 3.0 mmol for 1h) was suspended in anhydrous acetone(10 mL) before adding potassium carbonate (for 2a-g and 2i-r: 0.83 g, 6.0 mmol; for 1h: 1.2 g, 9.0 mmol), the suitable monohalide(for 1h: 2-[4-(bromomethyl)phenyl]ethanol, 3.0 mmol) or dihalide(for 2a-g and 2i-r: 6.0 mmol of alpha,alpha’-dibromo(chloro)-xylenes or trans-1,4-dibromo-2-butene; 10 mmol of 1,omega-dibromoalkanes) anda catalytic amount of KI in a Pyrex vessel charged with a magnetic stirring bar and aWeflon bar. The vessel was placed in a microwave apparatus and irradiated at 130 C for 30 min. After cooling to room temperature, the inorganic residue was filtered off after thorough washing with CH2Cl2. The solutionwas concentrated to dryness andthe resulting crude was purified as detailed below.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55977-10-1, 3-Bromo-7-hydroxy-4-methylchromen-2-one, and friends who are interested can also refer to it.

Reference:
Article; Rullo, Mariagrazia; Niso, Mauro; Pisani, Leonardo; Carrieri, Antonio; Colabufo, Nicola Antonio; Cellamare, Saverio; Altomare, Cosimo Damiano; European Journal of Medicinal Chemistry; vol. 161; (2019); p. 433 – 444;,
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Adding a certain compound to certain chemical reactions, such as: 261763-21-7, (5-Chloro-2-(trifluoromethyl)phenyl)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, COA of Formula: C8H6ClF3O, blongs to alcohols-buliding-blocks compound. COA of Formula: C8H6ClF3O

To a solution of(5-chloro-2- (trifluoromethyl)phenyl)methanol (400 mg, 1.90 mmol)and triethylamine (0.794 mL, 5.70mmol) in DCM (8 mL) was added methanesulfonyl chloride (0.148 mL, 1.90 mmol) at 0C. The reaction was stirred for 1 hour at 0 C, then quenched with water (10 mL) and extracted with DCM (10 mL x 3). The combined organic layers were washed with brine (saturated, 10 mL), dried over Mg504 and filtered. The filtrate was concentrated under reduced pressure to give the title compound, which was used in the next step without purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,261763-21-7, (5-Chloro-2-(trifluoromethyl)phenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MILLER, Michael; CHOBANIAN, Harry, R.; HE, Shuwen; HAO, Jinsong; PIO, Barbara; GUO, Yan; XIAO, Dong; (213 pag.)WO2018/118670; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 55357-38-5, 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate, 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, Formula: C12H21NO4S, blongs to alcohols-buliding-blocks compound. Formula: C12H21NO4S

(R) -1,2-glyceryl distearate-glycerol-3-phosphatidic acid (0.2 g, 0.28 mmol)Was added to 60 mL of dry pyridine,It was heated at 50 0.5h,Then, choline p-toluenesulfonate (0.84 g, 3 mmol)And trichloroacetonitrile 5mL,The reaction was continued at 50 36h,Concentration under reduced pressure crude,Flash column chromatography (developing solvent CHCl3-CH3OH-H2O, 15: 5: 1) gave a white gel, 0.13 g, 59% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55357-38-5, 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate, and friends who are interested can also refer to it.

Reference:
Patent; Ji, Min; Cai, Jin; Gu, Ning; Li, Rui; (7 pag.)CN103408588; (2016); B;,
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Adding a certain compound to certain chemical reactions, such as: 52221-92-8, 3-(2-Bromo-phenyl)-propan-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, COA of Formula: C9H11BrO, blongs to alcohols-buliding-blocks compound. COA of Formula: C9H11BrO

EXAMPLES; EXAMPLE 1 : 3-(2-bromophenyl)propionaldehyde; Following the procedure described by Stambuli, JP. in J. Am. Chem. Soc. (2001 ), 123 (11 ), 2677-2678, for the reduction of 3-(4-bromophenyl)propionic acid, 3-(2-bromophenyl)propionic acid was reduced to 3-(2- bromophenyl)propan-1-ol using BH3 SMe2 in tetrahydrofurane. Then the alcohol was converted to the corresponding aldehyde following the procedure described by Cooke, MP. in J. Org. Chem. (1987), 52 (8), 1381 -1396.

The synthetic route of 52221-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FARMAPROJECTS, S. A.; WO2007/101841; (2007); A2;,
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Application of 55977-10-1, 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. 55977-10-1, name is 3-Bromo-7-hydroxy-4-methylchromen-2-one, molecular formula is C10H7BrO3, 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.

A mixture of 3-bromo-7-hydroxy-4-methyl-2H-chromen-2-one (i) (7.66 g, 30 mmol), 4-(4-methylpiperazine-1-carbonyl)phenylboronic acid hydrochloride (2) (10.24 g, 36 mmol), Na3PO4(22.14 g, 135 mmol), ethoxyethanol (140 g) and water (14 g) was purged with Argon for five minutes in a 250 ml, pressure vessel. Ligand Sphos (obtained from Aldrich, Cat No. 638072) (739 mg, 1.8 mmol) and Pd(OAc)2(202 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 (2×30 mL) and dried to afford 18.52 g (81%) of the title compound.

According to the analysis of related databases, 55977-10-1, the application of this compound in the production field has become more and more popular.

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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Synthetic Route of 1013031-65-6, 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 1013031-65-6, name is (2,6-Dibromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

A Teflon reaction tube was charged with (2,6-dibromophenyl)methanol (1.00 g, 3.76 mmol) and DCM (10 mL). The solution was cooled to 00 C and DAST (0.55 mL, 4.1 mmol) was added. Themixture was stirred for 10 mm, then NaHCO3 (saturated solution, 10 mL) was added. The aqueous layer was extracted with DCM and the combined organics dried (MgSO4) and concentrated. The residue was purified by column chromatography (Si02, 0-30% EtOAc/hex) to yield 1,3-dibromo-2- (fluoromethyl)benzene.

According to the analysis of related databases, 1013031-65-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; APPLEBY, Todd; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; GUERRERO, Juan A.; JABRI, Salman Y.; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; NOTTE, Gregory; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (724 pag.)WO2018/195321; (2018); 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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