Category: 23147-58-2

Electric Literature of 23147-58-2, 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. 23147-58-2, name is Glycerol aldehyde dimer. A new synthetic method of this compound is introduced below.

Compound I-ee was prepared using the method of Example 7. To a solution of compound I-ee (0.1 mmol) in methanol (1 mL) was added the aldehyde or ketone (0.2 mmol) and acetic acid (0.4 mmol), followed by sodium cyanoborohydride (0.2 mmol). The solution was stirred at 20 to 25 C (for reactive aldehydes) or 50 to 60 C (for less reactive aldehydes and ketones) until all of Compound I-ee was consumed. The reaction mixture was concentrated on a rotary evaporator, re-dissolved in a mixture of water-acetonitrile, filtered through a one-gram plug of C-18 silica gel, and purified by reversed-phase HPLC, eluted using a gradient of acetonitrile in water containing 0.1% acetic acid. The product was obtained as a white solid after lyophilization of desired fractions. EPO [00182] Compound I-nn (5S,6R)-5-[N-(2-hydroxyethyl)methylamino]polyangi-l ,6- diol) was synthesized using glycolaldehyde dimer at room temperature. ESI-TOF-MS m/z 518.3839, calcd for C31H52NO5 ([M + H]+) 518.3840.

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; KOSAN BIOSCIENCES INCORPORATED; WO2006/66147; (2006); A2;,
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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. 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, 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. Safety of Glycerol aldehyde dimer

Step 1 : Preparation OF 2- (2-HYDROXY-ETHYLAM. no)-benzoic acid methyl ester :; A solution of methyl anthranilate (2. 6 mL, 20 mmol, 1 equiv.) in DCM (60 mL) is treated with glycolaldehyde dimer (1. 20 g, 10 mmol, 0. 5 equiv.) then acetic acid (1. 72 mL, 30 mmol, 1. 5 equiv.) Within 1H a yellow solution had formed, to which was added portionwise sodium triacetoxyborohydride (6. 78 g, 32 mmol, 1. 6 equiv.). After 3 days the reaction is quenched with methanol (25 mL) and the solvent removed IN VACUO. The residue is partitioned between ethyl acetate and 10% aqueous citric acid. The separated aqueous layer is extracted with ethyl acetate three times and the combined organics washed with brine, dried over NA2S04, filtered and concentrated. The crude product is purified by silica gel chromatography (30% ETOAC/HEXANE gradient) to provide the desired product as a white waxy solid (1. 82 g, 47 % YIELD). 1H NMR (400 MHz, CDC13) ; 8 7. 84 (1H, dd, J = 8. 0, 1. 6 Hz) ; 7. 29 (1H, m) ; 6. 68 (1H, d, J = 8. 4 Hz) ; 6. 55 (1H, m) ; 3. 81 (2H, t, J = 5. 5 Hz) ; 3. 78 (3H, s) ; 3. 34 (2H, t, J = 5. 5 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 23147-58-2.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2005/28474; (2005); A2;,
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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.name: Glycerol aldehyde dimer

The compound (209.3 mg) obtained in Example 89-2 was dissolved in anhydrous methanol (8.4 ml). Then, the solution was added with [1,4]dioxan-2,5-diol (54.0 mg) and sodium cyanoborohydride (56.6 mg) and adjusted to pH 5 with acetic acid, followed by stirring at room temperature for 19.5 hours. After the reaction, the solvent was distilled off. Subsequently, the residue was added with a 1 mol/l sodium hydroxide aqueous solution (1.0 ml), followed by extraction with chloroform. The extract was dried with magnesium sulfate and the solvent was then distilled off. The residue was purified through silica gel column chromatography (chloroform/methanol) and then treated with hydrochloric acid, thereby obtaining hydrochloride (175.8 mg) of the subject compound as a white solid. MS(FAB,Pos.):m/z=510[M+H]+1H-NMR(500MHz,DMSO-d6+D2O):delta=0.92(6H,t,J=7.1Hz),1.64-1.68(6H,m),1.78-1.82(2H,m),3.00-3.08(10H,m),3.71(3H,s),3.74(4H,s),4.09(2H,s),4.17(2H,s),4.30 (2H,q,J=13.9Hz),7.41(2H,d,J=7.8Hz),7.48(4H,d,J=5.6Hz),7.61(2 H,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; Kureha Chemical Industry Co., Ltd.; EP1550657; (2005); 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.

A mixture of 2-(l-piperazinyl)- 5-pyrimidinecarboxylic acid, ethyl ester (0.016 mol),(2-phenylethenyl)- boronic acid (0.016 mol) and l,4-dioxane-2,5-diol (0.016 mol) inEtOH (250 ml) was stirred for 2 days at room temperature and then the solvent wasevaporated (vac.), The residue was taken up in DCM and water and the organic layerwas separated, dried (MgSO4), filtered and the solvent was evaporated. The residue waspurified by column chromatography over silica gel (15-40/xm) (eluent: DCM/MeOH97/1). The pure fractions were evaporated, yielding 4g (61%) of intermediate 1, meltingpoint 128C.Esters, corresponding to intermediate 1, can be separated by chiral chromatography.

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; JANSSEN PHARMACEUTICA N.V.; WO2006/10749; (2006); A2;,
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.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.Application In Synthesis of Glycerol aldehyde dimer

Example 17 (S)-N-((S)-5-((6-Bromo-2-methoxynaphthalen-l-yl)methyl)-4-oxo-2′,3′,4,5,5′,6′- hexahydro-3H-spiro[benzo[b][l,4]oxazepine-2,4′-pyran]-3-yl)-2-(2- hydroxyethylamino)propanamide Sodium cyanoborohydride (5.14 mg, 81.8 muetaiotaomicron, Eq: 1.50) was added to a solution of (S)- N-((S)-5-((6-bromo-2-methoxynaphthalen-l-yl)methyl)-4-oxo-2′,3′,4,5,5′,6′-hexahydro-3H- spiro[benzo[b][l,4]oxazepine-2,4′-pyran]-3-yl)-2-amino-propanamide (31 mg, 54.5 mumol, Eq: 1.00), glycolaldehyde dimer (3.6 mg, 30.0 muetaiotaomicron, Eq: 0.55) and acetic acid (3.27 mg, 3.15 mu, 54.5 muetaiotaomicron, Eq: 1.00) in MeOH (1 mL) and the mixture was stirred at RT overnight. The mixture was diluted with 1 N HC1 and H20/1 N NaOH was added to adjust the pH to ~ 8 – 9. The mixture was extracted with EtOAc, the combined extracts were washed with brine, dried over Na2S04 and concentrated. The resulting material was purified by flash chromatography to afford the title compound (30 mg, 90 % yield). MS m/z 613.8 (MH+).

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DONNELL, Andrew F.; HAN, Xiaochun; KESTER, Robert Francis; KONG, Norman; LE, Kang; LOU, Yan; MICHOUD, Christophe; MOLITERNI, John Anthony; REMISZEWSKI, Stacy; RUPERT, Kenneth Carey; YUN, Weiya; WO2014/23708; (2014); A1;,
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Reference 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.

[0623j To a solution of 1 -(tert-butyl)-N-(2-methyl-4-(6-((4,5 ,6,7-tetrahydropyrazolo [1,5 – a]pyrazin-2-yl)amino)pyrimidin-4-yl)benzyl)- 1H-pyrazole-4-carboxamide (240 mg, 0.49 mmol) and Et3N (69 uL, 0.49 mmol) in 1,2-dichioroethane (4.0 mL), was added AcOH (28 uL, 0.49 mmol), [1,4]dioxane-2,5-diol (89 mg, 0.74 mmol) and sodium triacetoxyborohydride (200mg, 0.99 mmol). The reaction mixture was stirred at rt for 1 h, extracted with EtOAc, and washed with aqueous NaHCO3 and brine. The organic layer was separated, dried (MgSO4), filtered and concentrated in vacuo to afford a residue which was purified by reverse phase chromatography (CH3CN/H20 with 0.05% TFA as mobile phase) to give the title compound as a white powder (178 mg, yield: 51% as TFA salt). LCMS: RT 0.85 mm.; MH+ 530.3; ?H NMR (400 MHz, DMSO-d6) 5: 10.41 (br. s., 1H), 8.73 (d, J = 1.00 Hz, 1H), 8.51 (t, J = 5.77 Hz, 1H), 8.32 (d, J = 0.75 Hz, 1H), 7.92 (d, J = 0.50 Hz, 1H), 7.71 – 7.87 (m, 1H), 7.63 (br. s., 1H), 7.39 (d, J = 8.03 Hz, 1H), 6.52 (br. s., 1H), 4.17 – 4.76 (m, 6H), 3.65 – 3.97 (m, 4H), 3.38 (br. s., 2H), 2.41 (s, 3H), 1.53 (s, 9H).

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

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
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Synthetic Route 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.

Glycol aldehyde dimer (1.0 g) was dissolved in demineralized water (14.5 g) . The solution was loaded into an autoclave along with 5% Ru on carbon catalyst (Sigma Aldrich, 0.20 g). The autoclave was purged 3 times with hydrogen and subsequently pressurized with hydrogen to the respective pressures given in Table 2. The mixture was heated to 80C from room temperature in the course of 15 min and stirred for 3 hours. The autoclave was then cooled to room temperature and the decrease in hydrogen pressure was noted.The product mixture was isolated from the catalyst by filtration and analyzed by HPLC and GC.Results of Examples 9 to 11 are provided in Table 4. The amount of 1, 2-butanediol (1,2-BDO) present in relation to ethylene glycol is provided. It can be seen that an increase in pressure of the reaction results in a reduction of 1,2-butanediol (1,2-BDO) formed, resulting in an increased purity of the ethylene glycol product in milder conditions.Table 4.

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; HALDOR TOPSØE A/S; HOLM, Martin Spangsberg; TAARNING, Esben; (22 pag.)WO2016/1169; (2016); A1;,
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.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.name: Glycerol aldehyde dimer

Step AVI. 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. ^- MR^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; KIM, Sean; LANGLEY, David R.; LI, Guo; PEARCE, Bradley C.; PENDRI, Annapurna; SHI, Shuhao; ZHAI, Weixu; ZHU, Shirong; WO2012/44531; (2012); A1;,
Alcohol – Wikipedia,
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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 23147-58-2, name is Glycerol aldehyde dimer. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 23147-58-2

Example B39; 2-((2R,3aR,12bS)-2-[(dimethylamino)methyl]-11-fluoro-3,3a,8,12b-tetrahydro- dibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-l(2H)-yl)ethanol (final compound 39); Hydroxyacetaldehyde dimer (2,5-dihydroxy-l,4-dioxane) (240 mg, 2.0 mmol) was dissolved in MeOH (25 mL) and stirred at 40C for 30 minutes, then amine compound 37 (124 mg, 0.40 mmol) was added and stirring at 40 C continued for another 30 minutes. After cooling down to room temperature, AcOH (120 mg, 2.0 mmol) was EPO added, followed by sodium cyanoborohydride (188 mg, 3.0 mmol) and the resulting mixture was stirred for 2 hours. After this time it was quenched with concentrated HCl (2 mL), treated with solid NaHCO3 (2.94 g, 35 mmol), IN sodium hydroxide (3 mL). About 20 mL of MeOH was removed in vacuo, the residue diluted with water (30 mL), and extracted with EtOAc (3 x 30 mL). The combined organics were washed with water (5 x 25 mL), brine (30 mL), dried (K2CO3), evaporated in vacuo and purified by column chromatography (Kieselgel 60, 230-400 mesh, CH2Cl2-MeOH 95/5 to 90/10 to 85/15) to give amine compound 39 (80 mg, 0.244 mmol, 61 %) as colorless oil.HRMS Calcdfor C22H27FN2O: 354.2107; Found: 354.2107.

With the rapid development of chemical substances, we look forward to future research findings about 23147-58-2.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/61392; (2006); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, 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. Formula: C4H8O4

To a solution of 4 (0.038 g, 0.094 mmol) in MeOH (5 mL) were added AcOH (0.108mL, 1.88 mmol, 20.0 equiv), NaBH3CN (0.018 g, 0.282 mmol, 3.0 equiv) and glycolaldehyde dimer (0.017 g, 0.141 mmol, 1.5 equiv). The reaction was warmed to 60 C and stirred for 2 hours, after which TLC analysis (CH2Cl2/MeOH/NH4OH84:15:1) showed full conversion of the starting material. The reaction mixture was concentrated in vacuo, the residue dissolved in MeOH, absorbed onto celite and purified by flash column chromatography (CH2Cl2/MeOH/NH4OH 99:0:1 to 79:20:1) to afford 3a (39 mg, 0.087 mmol, 93% yield) as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 23147-58-2.

Reference:
Article; Bouton, Jakob; Van Hecke, Kristof; Rasooly, Reuven; Van Calenbergh, Serge; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2822 – 2828;,
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