Category: 23147-58-2

Electric Literature of 23147-58-2 , The common heterocyclic compound, 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, 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.

Carbamate 19 (0.10 g, 0.20 mmol) and glycolaldehyde dimer (0.018 g, 0.15 mmol) were dissolved in 2,2,2-trifluoroethanol (0.5 mL), and trifluoroacetic acid (2 drops) added. The solution was heated to 55 C, and allowed to stir for 5 h until the starting material was consumed as judged by LCMS. The crude mixture was concentrated in vacuo and purified by silica gel flash chromatography giving 20 (0.083 g, 78%). IR (thin film) 3447, 2943, 2867, 1684, 1512cm-1. 1H NMR (400MHz, CDCl3) delta 7.13 (2H, t, J=7.2Hz), 6.97 (2H, d, J=7.6Hz), 6.70 (1H, s), 5.21 (1H, m), 4.15 (2H, m), 3.86 (3H, s), 3.76-3.34 (6H, m), 2.88 (2H, d, J=7.4Hz), 1.33-1.11(24H, m). 13C NMR (100MHz, CDCl3) delta 155.4, 151.8, 131.7, 131.1, 129.9, 124.7, 120.1, 119.7, 119.8, 118.8, 111.5, 71.1, 65.5, 61.5, 60.4, 55.8, 54.4, 39.7, 28.6, 28.1, 17.9, 14.6, 12.6. HRMS calculated for C30H45NO6Si (MNa+) 566.2908, found 566.2911.

The synthetic route of 23147-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Magnus, Philip; Marks, Kyle D.; Meis, Alan; Tetrahedron; vol. 71; 23; (2015); p. 3872 – 3877;,
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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. 23147-58-2, name is Glycerol aldehyde dimer. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Glycerol aldehyde dimer

A solution of methyl [4-[(3R)-1-(4-aminobutanoyl)-3-piperidinyl]-4-(3′-ethyl-6-fluoro-2-biphenylyl)-4-hydroxybutyl]carbamate (0.027 g, 0.05 mmol) in 2 mL of CH2Cl2 at 25 C. was treated with acetic acid (0.003 mL, 0.05 mmol), glycolaldehyde dimer (3 mg, 0.025 mmol), and sodium triacetoxyborohydride (20 mg, 0.10 mmol) and the mixture was stirred overnight before being quenched with the addition of 0.5 mL of aqueous 2N NaOH and extracted with 10% MeOH/CH2Cl2 (3×2 mL). The combined organic extract was dried (MgSO4), concentrated under reduced pressure, and subjected to reverse phase HPLC to provide methyl [4-(3′-ethyl-6-fluoro-2-biphenylyl)-4-hydroxy-4-((3R)-1-{4-[(2-hydroxyethyl)amino]butanoyl}-3-piperidinyl)butyl]carbamate.

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, 23147-58-2, Glycerol aldehyde dimer.

Reference:
Patent; Baldwin, John J.; Cacatian, Salvacion; Claremon, David; Dillard, Lawrence W.; Flaherty, Patrick T.; Ghavimi-Alagha, Bahman; Ghirlanda, Damiano; Ishchenko, Alexey V.; Kallander, Lara S.; Lawhorn, Brian; Lu, Qing; McGeehan, Gerard; Knapp-Reid, Beth A.; Semus, Simon; Simpson, Robert D.; Singh, Suresh B.; Terrell, Lamont R.; Tice, Colin; Tran, Tritin; Xu, Zherong; Yuan, Jing; Zhao, Wei; Zhao, Yongdong Y.; US2010/317697; (2010); A1;,
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Electric Literature of 23147-58-2, Adding some certain compound to certain chemical reactions, such as: 23147-58-2, name is Glycerol aldehyde dimer,molecular formula is C4H8O4, 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 23147-58-2.

Example 2 Preparation of 4-Hydroxy-2-methyl-but-2-enoic acid ethyl ester 886 g (2.44 mol) of 2-(triphenyl-phosphanylidene)-propionic acid ethyl ester in methylene chloride (4 L) was added dropwise into a refluxing solution of glycoaldehyde dimer (140 g, 1.17 mol) in methylene chloride (6 L). After refluxing for 4 h, the solvent was evaporated. Resulting crude product was fractionated (bp 108-114 C. at 2 mmHg) to give 304 g (90%) pure product as an oil. 1H-NMR (300 Hz CDCl3) delta 6.88 (t, 1H, CH), 4.35 (d, 2H, CH2OH), 4.20 (q, 2H, OCH2), 1.85 (s, 3H, CH3), 1.30 (t, 3H, CH3).

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. 23147-58-2, Glycerol aldehyde dimer, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lockwood, Samuel F.; Tang, Peng Cho; Nadolski, Geoff; Jackson, Henry L.; Fang, Zhiqiang; Du, Yishu; Yang, Min; Geiss, William; Williams, Richard; Burdick, David; Braun, Cristi L.; US2008/221377; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 23147-58-2, Glycerol aldehyde dimer, 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: C4H8O4, blongs to alcohols-buliding-blocks compound. Formula: C4H8O4

Step 2: (S)-2-Amino-N-[(S)-1-(6-bromo-2-methoxy-naphthalen-1-ylmethyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl]-butyramide was dissolved in MeOH (2 mL) and15 glycolaldehyde dimer (10.9 mg, 90.5 ).IDOl, Eq: 0.55), acetic acid (9.5 )lL, 165 ).IDOl, Eq: 1.0) andsodium cyanoborohydride (15.5 mg, 247 ).IDOl, Eq: 1.5) were successively added. The mixturewas stirred at RT overnight. The mixture was diluted with 1 N HCl, 1 N NaOH added to adjust thepH to ca. 11. The mixture was extracted with EtOAc, the extracts washed with brine, dried overNa2S04, concentrated and the resulting material purified by flash chromatography to afford the20 title compound which was lyophilized from MeCN/H20 (55 mg, 60 %). MS m/z 556.0 (MH+

The synthetic route of 23147-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xiaochun; LOU, Yan; MICHOUD, Christophe; MISCHKE, Steven Gregory; REMISZEWSKI, Stacy; RUPERT, Kenneth Carey; WO2014/9495; (2014); A1;,
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Synthetic Route of 23147-58-2, Adding some certain compound to certain chemical reactions, such as: 23147-58-2, name is Glycerol aldehyde dimer,molecular formula is C4H8O4, 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 23147-58-2.

tbcadpnHCOOH (200 mg, 0.3 mmol) was dissolved in methanol (25 mL). Acetic acid (75 pL), glycolaldehyde dimer (50 mg, 0.4 mmol) and 5-ethyl-2-methylpyridine borane (80 pL, 0.5 mmol) were successively added. The clear solution was stirred for 3 days at ambient temperature. The solvent was removed and the residue purified via preparative HPLC (018 column, solvent: water + 0.1 wt% formic acid (A) I acetonitrile (B); gradient:from 15 % B to 55 % B in 15 minutes; UV detection at 232 nm). The combined product fractions were lyophilized. The residue (50 mg) was suspended in 6 M hydrochloric acid (100 mL), heated to reflux for 3 hours and stirred for 12 hours at rt afterwards. The solution was evaporated to dryness. The remaining solid was dissolved in 0.5 M hydrochloric acid (5 mL) and sorbed on DOWEX 50. The column was washed with water(0.5 L) and 0.5 M hydrochloric acid (1 L) and the product was eluted with 3 M hydrochloric acid (1.5 L). The eluant was removed and the solid dried in vacuo to yield 40 mg H2tacidphe3H ClxH2O.1H-NMR (300 MHz, D20, pH* = 0): 6 = 2.99 (t, 4H), 3.44 (m, 2H), 3.57 (t, 4H), 3.78 (m,3H), 3.97 (m, 2H), 4.76 (m, 3H) ppm.

According to the analysis of related databases, 23147-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BERGER, Markus; SUeLZLE, Detlev; FRENZEL, Thomas; GRAHAM, Keith; JOST, Gregor; NEIS, Christian; HEGETSCHWEILER, Kaspar; PIETSCH, Hubertus; WO2014/173857; (2014); A1;,
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Electric Literature of 23147-58-2, Adding some certain compound to certain chemical reactions, such as: 23147-58-2, name is Glycerol aldehyde dimer,molecular formula is C4H8O4, 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 23147-58-2.

A solution of 5-methoxy-l-indanone (500 mg, 3.08 mmol) in methanol (10 mL) was treated with 10% palladium on carbon (53 mg) followed by glycoaldehyde dimer (370 mg, 3.08 mmol) and 0.5M sodium methoxide in methanol (1.3 mL, 0.65 mmol). The mixture was placed under a hydrogen atmosphere (balloon) and stirred vigorously at room temperature for 65 hours. After purging with nitrogen, the mixture was filtered through a 0.45 mum Acrodisc and the disk was rinsed with methanol (2 mL). The filtrate was diluted with EtOAc (25 mL), washed with 0. IN HCl (15 mL) and brine (15 mL), dried over MgSOphi filtered, and evaporated under vacuum to a solid. LC-MS of this material showed a mixture of starting material (major) and product. The mixture was purified by chromatography on a Biotage Flash 12M KP-SiI column (12 mm x 15 cm). The column was eluted with 3:2 EtOAc-hexanes, collecting 6 mL fractions every 30 sec. EPO Fractions 20-36 were concentrated under vacuum and flashed with benzene to afford 2-(2-hydroxyethyl)- 5-methoxy-l-indanone as an oil. 1H NMR (CDCl3, 500 MHz) delta 1.80 and 2.05 (two m, CH2CH2OH), 2.79 and 3.35 (two dd, 3-CH2), 2.83 (m, H-2), 3.77-3.90 (m, CH2CH2OH), 3.87 (s, OCHj), 6.86 (d, H-4), 6.89 (dd, H-6), and 7.67 (d, H- 7).

According to the analysis of related databases, 23147-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2006/50399; (2006); A2;,
Alcohol – Wikipedia,
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Electric Literature of 23147-58-2 , The common heterocyclic compound, 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, 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.

Step 1: 2-(2-hydroxyethyl)-5-methoxy-1-indanone A solution of 5-methoxy-1-indanone (500 mg, 3.08 mmol) in methanol (10 mL) was treated with 10% palladium on carbon (53 mg) followed by glycoaldehyde dimer (370 mg, 3.08 mmol) and 0.5M sodium methoxide in methanol (1.3 mL, 0.65 mmol). The mixture was placed under a hydrogen atmosphere (balloon) and stirred vigorously at room temperature for 65 hours. After purging with nitrogen, the mixture was filtered through a 0.45 mum Acrodisc and the disk was rinsed with methanol (2 mL). The filtrate was diluted with EtOAc (25 mL), washed with 0.1N HCl (15 mL) and brine (15 mL), dried over MgSO4, filtered, and evaporated under vacuum to a solid. LC-MS of this material showed a mixture of starting material (major) and product. The mixture was purified by chromatography on a Biotage Flash 12M KP-Sil column (12 mm*15 cm). The column was eluted with 3:2 EtOAc-hexanes, collecting 6 mL fractions every 30 sec. Fractions 20-36 were concentrated under vacuum and flashed with benzene to afford 2-(2-hydroxyethyl)-5-methoxy-1-indanone as an oil. 1H NMR (CDCl3, 500 MHz) delta 1.80 and 2.05 (two m, CH2CH2OH), 2.79 and 3.35 (two dd, 3-CH2), 2.83 (m, H-2), 3.77-3.90 (m, CH2CH2OH), 3.87 (s, OCH3), 6.86 (d, H-4), 6.89 (dd, H-6), and 7.67 (d, H-7).

The synthetic route of 23147-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wilkening, Robert R.; Fried, Amy; US2006/94779; (2006); A1;,
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Application of 23147-58-2, 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 23147-58-2, name is Glycerol aldehyde dimer. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (4-chloro-3-fluorophenyl)methanamine (266 mg, 1.67 mmol, Alfa) in a methanol buffer (3.6 weight % sodium acetate trihydrate and 2.4 weight % acetic acid in methanol, 15mL) was added l,4-dioxane-2,5-diol (100 mg, 0.833 mmol, Aldrich) in one portion followed by sodium cyanoborohydride (105 mg, 1.67 mmol) and trifluoroacetic acid (0.1 mL). After stirring at ambient temperature for 10 minutes, the reaction mixture was concentrated under reduced pressure to less than 5 mL and was filtered through a glass microfiber frit. Then the filtrate was purified by preparative HPLC [YMC TriArt CI 8 Hybrid 5 mupiiota column, 50 x 100 mm, flow rate 140 mL/minute, 5-100% gradient of acetonitrile in buffer (0.025 M aqueous ammonium bicarbonate, adjusted to pH 10 with ammonium hydroxide)] to give the title compound (0.18 g, 0.88 mmol, 53.0 % yield). MS (ESI+) mJz 204 (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 23147-58-2, Glycerol aldehyde dimer.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; MURAUSKI, Kathleen; (288 pag.)WO2019/90074; (2019); 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.23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, molecular weight is 120.1039, as common compound, the synthetic route is as follows.HPLC of Formula: C4H8O4

Step HI. To a soln. of l,4-dioxane-2,5-diol (120 mg, 0.995 mmol) in THF (8ml) was added methylamine (2.8 ml, 0.664 mmol) at r.t. The resulting mixture was stirred at r.t for 75min. Then l-(isocyano(tosyl)methyl)-2-methoxybenzene (200 mg, 0.664 mmol) was added while keeping reaction mixture at <30 C by a water bath. The reaction mixture was stirred at r.t overnight. Evaporated to leave white solid, dissolved in DMF, and purified by Pre-HPLC to afford (4-(2-methoxyphenyl)-l-methyl-lH-imidazol-5- yl)methanol (84mg, 0.377 mmol, 38.6 % yield) as a colorless oil. 1H-NMR(MeOD), delta: 8.97(lH,s), 7.55(lH,t, J=7.5Hz), 7.47(1H, d, J=8.0Hz), 7.22(1H, d, 8.0Hz), 7.15(1H, t, J=7.5Hz), 4.67(2H,s), 4.05(3H,s), 3.89(3H,s). At the same time, in my other blogs, there are other synthetic methods of this type of compound,23147-58-2, Glycerol aldehyde dimer, and friends who are interested can also refer to it. Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CIANCI, Christopher, W.; GERRITZ, Samuel; LI, Guo; PEARCE, Bradley, C.; PENDRI, Annapurna; SHI, Shuhao; ZHAI, Weixu; ZHU, Shirong; WO2012/33736; (2012); A1;,
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Reference of 23147-58-2, 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.23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, molecular weight is 120.1039, as common compound, the synthetic route is as follows.

Conversions of Glycolaldehyde: EXAMPLES 1 to 12 An electrically heated 160 ml autoclave (Hastelloy) with a mechanical magnet-coupled stirrer was initially charged with 3 g of commercial dimeric glycolaldehyde (50 mmol, calculated as the monomer) in the particular solvent (20 ml). Subsequently, the amount of the activated catalyst specified in Table 1 was added under an inert gas atmosphere, suspended in 10 ml of THF.

The chemical industry reduces the impact on the environment during synthesis 23147-58-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BASF SE; US2012/271068; (2012); A1;,
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