Tag: M.W=0-100

Adding a certain compound to certain chemical reactions, such as: 14320-38-8, Cyclopent-3-enol, 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, Safety of Cyclopent-3-enol, blongs to alcohols-buliding-blocks compound. Safety of Cyclopent-3-enol

Step A(3-cyclopenten-1-yloxy)(1 , 1-dimethylethyl)dimethylsilane[00177] A solution of 3-cyclopenten-l-ol (2.0 g, 23.78 mmol) in DMF (79 ml) was cooled to 0 C and treated by the addition of imidazole (3.56 g, 52,3 mmol) followed by the addition of TBDMSC1 (4.30 g, 28.5 mmol). The reaction mixture was stirred at room temperature overnight, diluted with EtOAc and washed with 5% LiCl (3 ), brine, dried (Na2S04), Filtered, andconcentrated. The crude residue was purified by silica gel chromatography (0-10%EtOAc/Hexanes) to give the title product (5.19 g, 100%).

The synthetic route of 14320-38-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John, G.; CHONG, Pek, Yoke; FANG, Jing; GARRIDO, Dulce, Maria; MAYNARD, Andy; MILLER, John; PATTERSON, Dan; PEAT, Andrew, James; POWERS, Jeremiah; PRICE, Daniel, J.; ROBERTS, Chris; TAI, Vincent; YOUNGMAN, Michael; WO2011/50284; (2011); A1;,
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Electric Literature of 3279-95-6, 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. 3279-95-6, name is 2-(Aminooxy)ethanol, molecular formula is C2H7NO2, 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.

General procedure: 4a-c (1 equiv) were dissolved in ethanol (10mL). O-(2-hydroxyethyl)hydroxylamine (14, 2 equiv), acetic acid (2 equiv), pyridine (2 equiv) were added to the solution. After being refluxed for 5h, ethanol was removed under reduced pressure. The products were extracted with CH2Cl2. The combined extracts were washed with 2M HCl aqueous solution and brine. The organic layer was dried with anhydrous Na2SO4. The solvent was removed under reduced pressure and the residue was purified by column chromatography (PE: EtOAc=6: 1) to yield 15a-c. 3alpha-O-(2,3,4,6-tetra-O-benzoyl-beta-d-glucopyranosyl)-17-(O-(2-hydroxyethyl)oxime)-5beta-androstane (15a). The title compound was obtained starting from 4a (600mg, 0.69mmol) (white solid, 530mg, 82.8% yield, mp 91-94C). Analytical data for 15a: ESI-MS m/z (%) 950.4 [M+Na]+; 1H NMR (400MHz, CDCl3) delta 7.87-7.67(m, 8H, Bz-H), 7.48-7.18(m, 12H, Bz-H), 5.76 (t, J=9.7Hz, 1H, H-3?), 5.49 (t, J=9.7Hz, 1H, H-2?), 5.39-5.28 (m, 1H, H-4?), 4.80 (d, J=7.9Hz, 1H, H-1?), 4.41 (m, 2H, H-6?), 3.95 (m, 3H, H-5?, =NOCH2CH2OH), 3.72 (m, 2H, =NOCH2CH2OH), 3.49 (m, 1H, H-3), 2.28 (m, 2H, H-16), 1.73-0.85 (m, 20H), 0.73 (s, 3H, 18-CH3), 0.70 (s, 3H, 19-CH3).

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 3279-95-6, 2-(Aminooxy)ethanol.

Reference:
Article; Li, Haihong; Wang, Ke; Wan, Qi; Chen, Ying; Steroids; vol. 141; (2019); p. 81 – 95;,
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Related Products of 534-03-2, 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.534-03-2, name is 2-Aminopropane-1,3-diol, molecular formula is C3H9NO2, molecular weight is 91.1091, as common compound, the synthetic route is as follows.

735 ml of methylenechloride is put in a flask after a stir bar is put in the flask and cooled down to 0 C. under a nitrogen stream, 85 g (147 mmol) of sulforhodamine B acid chloride is added thereto, and the mixture is agitated. Subsequently, 16.1 g (177 mmol) of serinol, 0.899 g (7.37 mmol) of N,N-dimethylamino pyridine, and 38.3 g (53 ml, 295 mmol) of triethyl amine are further added thereto, and the mixture is agitated at room temperature for 15 hours. Then, the mixture is concentrated under a reduced pressure by using a rotary evaporator to obtain a red solid, and the red solid is rinsed with ethylacetate, obtaining 70.1.5 g of a solid compound represented by the following Chemical Formula 6-4 (a yield of 69%).

The chemical industry reduces the impact on the environment during synthesis 534-03-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Cheil Industries Co., Ltd.; Kim, Won Jung; Kang, Kyung Hee; Park, Chae Won; Sin, Myung Yeop; Jeon, Hwan Sung; Jung, Uii Soo; Hwang, Ki Wook; (43 pag.)KR2016/91878; (2016); A;,
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Electric Literature of 534-03-2, 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.534-03-2, name is 2-Aminopropane-1,3-diol, molecular formula is C3H9NO2, molecular weight is 91.1091, as common compound, the synthetic route is as follows.

Intermediate 131: 2-(l,3-Dihvdroxypropan-2-yl)isoindoline-l,3-dione (0848) To a stirring solution of 2-aminopropane-l,3-diol (327.2 mg, 3.59 mmol, commercially available from, for example, Sigma-Aldrich) in DMF (15 ml.) was added phthalic anhydride (533.6 mg, 3.60 mmol) portionwise. The resulting colourless solution was stirred at 90 C under nitrogen for 5 h, after which the reaction mixture was cooled to rt and the volatiles evaporated in vacuo. This was partitioned between ethyl acetate (25 ml.) and water (25 ml.) and the layers separated. The aqueous phase was extracted with further ethyl acetate (4 x 25 ml.) and the organic layers combined and filtered through a cartridge fitted with a hydrophobic frit. The filtrate was evaporated in vacuo. This was redissolved in ethyl acetate (approx. 4 ml.) and 3: 1 ethyl acetate :ethanol (approx. 4 ml.) and directly applied to the top of a 25 g SNAP cartridge and purified by flash column chromatography. The column was eluted with a gradient of 0% – 40% (3: 1 ethyl acetate:ethanol) in cyclohexane. The appropriate fractions were combined and evaporated in vacuo to give 2-(l,3-dihydroxypropan-2- yl)isoindoline-l,3-dione (380.0 mg, 1.72 mmol, 48 % yield) as a white solid. (0849) LCMS (2 min High pH): Rt = 0.55 min, [MH]+ = 222.3.

The chemical industry reduces the impact on the environment during synthesis 534-03-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LEVERNIER, Etienne; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (225 pag.)WO2017/174621; (2017); A1;,
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Application of 3279-95-6, Adding some certain compound to certain chemical reactions, such as: 3279-95-6, name is 2-(Aminooxy)ethanol,molecular formula is C2H7NO2, 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 3279-95-6.

EXAMPLE 802-(2-Fluoro-4-iodophenylamino)-5,5-dimethyl-8-oxo-5,6J,8-tetrahydro-4H-thieno[2,3- clazepme-S-carboxylic acid (2-hvdroxyethoxy)amide; Example 2 (1.0 g, 2.6 mmol), EDC (362 mg, 2.9 mmol), etaOBT (300 mg, 2.9 mmol), NMM (427 mg, 5.2 mmol) and 0-(2-hydroxyethyl)hydroxylamine (163 mg, 2.6 mmol) in DMF (10 mL) and DCM (9 mL) were stirred for 48 h. The reaction mixture was poured onto water and extracted with DCM, the unreacted acid removed by filtration and the remaining organic phase washed with IM aqueous HCl then dried over sodium sulphate and concentrated in vacuo. Chromatography (silica; ethyl acetate) yielded the title compound. deltaeta (DMSOd6) 11.22 (IH, br s), 8.82 (IH, br s), 7.93 (IH, t, J4.6 Hz), 7.64 (IH, dd, J 10.7, 2.1 Hz), 7.48 (IH, d, J 8.5 Hz), 7.08 (IH, t, J 8.5 Hz), 4.71 (IH, br s), 3.81-3.74 (2H, m), 3.59-3.50 (2H, m), 2.86 (2H, d, J5.0 Hz), 2.65 (2H, s), 0.97 (6H, s). LCMS (ES+) RT 2.85 minutes, 534 (M+H)+.

According to the analysis of related databases, 3279-95-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB PHARMA S.A.; WO2008/20206; (2008); A2;,
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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 96-35-5, name is Methyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C3H6O3

1005661 Step A: Preparation of 4-oxotetrahydrofuran-3-carbonitrile: To a suspension of KOtBu (996.6 mg, 8.881 mmol) in THF (640.4 mg, 8.881 mmol) cooled to 0 C was added dropwise methyl 2-hydroxyacetate (675.7 jtL, 8.88 1 mmol) and stirred for 10 minutes. The acrylonitrile (589.1 jiL, 8.881 mmol) was then added and the reaction stirred at ambient temperature. After 3 hours, the reaction was diluted with H20 (50 mL), then extracted with Et20 (25 mL) to remove any starting ester. The basic aqueous phase was acidified with 2M HC1 (5 mL), then extracted with Et20 (2 x 50 mL). The combined organic phases were dried with MgSO4, filtered, and concentrated to afford a light brown oil (446 mg, 45.2% yield). 1 NMR (CDC13) oe 4.63 (t, 1H), 4.24 (t, 1H), 4.14 (d, 1H), 4.02 (d, 1H), 3.57 (t, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 96-35-5.

Reference:
Patent; ARRAY BIOPHARMA INC.; ANDREWS, Steven Wade; BLAKE, James F.; BRANDHUBER, Barbara J.; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78325; (2014); A1;,
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Reference of 124-68-5, 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. 124-68-5, name is 2-Amino-2-methyl-1-propanol, molecular formula is C4H11NO, 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.

2-Amino-2-methyl-1-propanol (9.5 mL, 0.1 mol) and triethylamine (14 mL, 0.1 mol) were dissolved in 200 mL chloroform. The solution was cooled to 0 C using an ice bath, and added a solution of acryloyl chloride (8.0 mL, 0.1 mol) in 50 mL chloroform. The reaction mixture was then stirred for 4 h while keeping the temperature at 0 C. Triethylamine hydrochloride was precipitated from the solution, and removed by filtration. The filtrate was concentrated and purified by column chromatography using ethyl acetate/hexane (7/3, v/v) as the eluent. The HTBAM monomer was obtained as a white powder and the yield was 66.0%. 1H NMR (CDCl3, delta, ppm): 1.34 (s, 6H, C(CH3)2CH2OH), 3.62 (d, 2H, C(CH3)2CH2OH), 5.67, 6.10 (dd, dd, 2H, CH2=CH), 6.27 (dd, 1H, CH2=CH). 13C NMR (CDCl3, delta, ppm): 24.11 (C(CH3)2CH2OH), 55.84 (C(CH3)2CH2OH), 70.19 (C(CH3)2CH2OH), 126.48 (CH2=CH), 130.65 (CH2=CH), 165.93 (C=O). HR-MS (ESI): calcd for C7H13NO2 [M+H]+: 144.10191, found: 144.10186.

According to the analysis of related databases, 124-68-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cui, Qianling; Wang, Yajie; Wu, Feipeng; Wang, Erjian; Polymer; vol. 54; 17; (2013); p. 4521 – 4527;,
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Related Products of 3279-95-6, 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 3279-95-6, name is 2-(Aminooxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 10 mg (0.012 mmol) of compounds 9a or 9b in anhydrous and deoxygenated THF, 2-(aminooxy)ethanol (1.5 mg, 0.02 mmol) and PTSA (2 mg) were added. The reaction was performed in a glass pressure tube (Ace pressure tube from Aldrich), purged with argon and stirred at room temperature for 6 h. The consumption of starting material 9a-b was monitored by TLC and UVeVis spectroscopy. The solvent was removed under reduced pressure when no starting material was detected. The purification was carried out by flash column chromatography in silica gel using dichloromethane:methanol 99:1 as eluent, and the chlorin derivatives were crystallized from CH2Cl2/hexane. 21,22[N,N-dicarbonyl-N-4-(O-2-hydroxyethyloxime)phenyl]-13,17-bis[2-(methoxycarbonyl)ethyl]-2,7,12,18-tetramethyl-18-vinyl-2,21,22,23-tetrahydrobenzo[b]porphyrin (10a): Yield: 7.5 mg; 8.0 mmol; 70%. 1H NMR (CDCl3, 400 MHz) delta (ppm): -2.47–2.39 (sl, 2H); 2.09 (s, 3H); 3.16 (t, 2H, J=7.9 Hz); 3.21 (t, 2H, J=8.1 Hz); 3.41 (s, 3H); 3.46-3.48 (m, 2H); 3.50 (s, 3H); 3.56 (s, 3H); 3.65 and 3.68 (2s, 3H and 3H); 3.73 (t, 2H, J=4.4 Hz); 3.93-3.97 (m, 1H); 4.09-4.07 (m, 2H); 4.18 (t, 2H, J=7.8 Hz); 4.31 (t, 2H, J=7.5 Hz), 4.68 (d, 1H, J=8.7 Hz); 4.72 (br.s,1H); 6.15 (dd, 1H, J=1.3 Hz and 11.5 Hz, H-8(2a)); 6.35 (dd, H, J=1.3 Hz and 17.9 Hz); 6.77-6.74 (m, 2H); 7.17-7.15 (m, 2H); 7.42 (t, 1H, J=5.3 Hz); 7.76 (s, 1H); 8.19 (dd, 1H, J=17.9 and 11.5 Hz); 9.09 (s, 1H, H-20); 9.33 (s, 1H, H-5); 9.68 (s, 1H); 9.86 (s, 1H). 13C NMR (CDCl3,100 MHz) delta (ppm): 11.4 (1CH3); 11.6 (1CH3); 12.3 (1CH3); 21.5 (1CH2); 21.9 (1CH2); 25.6 (1CH2); 26.4 (1CH3);36.6 (1CH2); 37.0 (1CH2); 38.5 (1CH); 50.1 (1CH); 51.7 (1CH3); 51.8(1CH3); 52.3 (1C); 62.0 (1CH2); 75.1 (1CH2); 90.4 (1CH); 93.2 (1CH); 98.0 (1CH); 99.8 (1CH); 115.5 (1CH); 121.3 (1CH2); 126.2 (2CH); 127.1 (2CH); 129.2 (1C); 129.8 (1CH); 130.9 (1C); 131.5 (1C); 132.57 (1C); 132.64 (1C); 133,8 (1C); 133.9 (1C); 136.3 (1C); 136.5 (1C); 138.3 (1C); 138.4 (1C); 139.7 (1C); 148.1 (1CH); 149,6 (1C); 151.1 (1C); 151.4 (1C); 152.1 (1C); 165.8 (1C); 173.4 (1C); 173.8 (1C); 174.6 (1C); 178.4 (1C). HRMS (ESI-TOF): m/z calculated for [M+] 850.3685; found 850.3684. UV-Vis (CH2Cl2) lambdamax nm (log epsilon) 407 (5.14), 503 (4.00), 540 (4.00), 610 (3.57), 668 (4.50).

According to the analysis of related databases, 3279-95-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dos Santos, Fabiane A.B.; Uchoa, Adjaci F.; Baptista, Mauricio S.; Iamamoto, Yassuko; Serra, Osvaldo A.; Brocksom, Timothy J.; De Oliveira, Kleber T.; Dyes and Pigments; vol. 99; 2; (2013); p. 402 – 411;,
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Adding a certain compound to certain chemical reactions, such as: 96-35-5, Methyl 2-hydroxyacetate, 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, 96-35-5, blongs to alcohols-buliding-blocks compound. Application In Synthesis of Methyl 2-hydroxyacetate

Example 1Reduction of Methyl Glycolate in Methanol to Ethylene Glycol The following example shows the positive effect of adding a promoter to the catalyst mixture. Run 1 in the table below is a comparative example. Runs 2-9 represent variants of the current invention.A 300-milliliter autoclave was charged with Ru(Acac)3 (0.10 mmole), TRIPHOS (0.50 mmole), and the promoter in the amount specified in the table. Methanol (32 milliliters) and methyl glycolate (0.156 mole) were added, and the reactor was sealed under N2. The reactor was pressurized to 250 psig (1.7 MPa) with H2 and heated to 200 C. Upon reaching 200 C., the H2 pressure was raised to 2000 psig (13.8 MPa). The autoclave was stirred and held at 200 C., 2000 psig (13.8 MPa) for a total of 3 hours. The autoclave was then cooled, excess gas vented, and the contents recovered. The contents were analyzed by the use of an internal standard gas chromatography method for the presence of methyl glycolate (?MG?) and ethylene glycol (?EG?). The results are shown in the table below. Catalyst Activity Rate Amount of Conversion of Selectivity to (moles EG per Promoter MG EG mole of Ru Run Promoter (mmole) (%) (%) per hr) 1 none none 39.5 88.4 205 2 Zn 0.25 49.3 88.9 228 Acetonylacetonate 3Me4NBF4 0.025 99.7 98.2 509 4Me4NBF4 0.001 96.8 98.2 394 5NH4PF6 0.025 100 96.9 504 6NH4OAc 0.150 67.8 94.8 334 7Ph4PBr 0.025 84.1 97.8 428 8NaPh4B 0.500 81.1 93.5 394 9BuN4PF6 0.025 97.8 95.8 487 Analysis of the run without a promoter showed a 39.5% conversion of the methyl glycolate with 88.4% selectivity to ethylene glycol. The catalyst activity rate for this experiment was 205 moles of EG per mole of ruthenium per hour. On the other hand, runs with a promoter showed MG conversions of 49-100%, EG selectivities of 89-98%, and catalyst activity rates of 230-510 moles of EG per mole of ruthenium per hour. This data show the positive effects of adding a promoter to the reaction mixture. Example 2 Reduction of Methyl Glycolate in Methanol to Ethylene Glycol A 300-milliliter autoclave was charged with Ru(Acac)3 (0.10 mmole), TRIPHOS (0.50 mmole), and tetrabutylammonium hexafluorophosphate (0.025 mmol). Methanol (32 milliliters) and methyl glycolate (0.156 mole) were added, and the reactor was sealed under N2. The reactor was pressurized to 250 psig (1.7 MPa) with H2 and heated to 200 C. Upon reaching 200 C., the H2 pressure was raised to 2000 psig (13.8 MPa). The autoclave was stirred and held at 200 C., 2000 psig (13.8 MPa) for a total of 3 hours. The autoclave was then cooled, excess gas vented, and the contents recovered. The contents were analyzed by the use of an internal standard gas chromatography method to show the presence of 0.0034 mole of methyl glycolate and 0.146 mole of ethylene glycol. The catalyst turnover rate for this example is 508 moles of EG per mole of ruthenium per hour.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,96-35-5, its application will become more common.

Reference:
Patent; EASTMAN CHEMICAL COMPANY; US2009/143612; (2009); A1;,
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Related Products of 96-35-5 ,Some common heterocyclic compound, 96-35-5, molecular formula is C3H6O3, 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 of methyl glycolate (2.5 g, 27.7 mmol) in pyridine (10 mL) was added tert-butyldiphenylsilyl chloride (8.4 g, 30.5 mmol). A catalytic amount of DMAP was added at 0 C, and the reaction was stirred overnight at room temperature. H2O was then added and the resulting mixture was extracted with CH2Cl2 (3 × 10 mL), the organic phase was dried with MgSO4, concentrated under vacuum and purified by flash chromatography (5:95 EtOAc/hexane) to give 8 as a colourless oil (8.86 g, 97% yield). 1H NMR (400 MHz, CDCl3): delta 7.69-7.68 (m, 4H), 7.43-7.37 (m, 6H), 4.25 (s, 2H), 3.68 (s, 3H), 1.09 (s, 9H). 13C NMR (100 MHz, CDCl3): delta 171.7, 135.6, 132.8, 129.9, 127.8, 62.1, 26.7, 19.3. FT-IR (film): 1760 (CO). M/z 271.0 (M+-tBu), 251.1 (M+-Ph). Elemental Anal. Calcd: C, 69.47; H, 7.36. Obtained: C, 69.50; H, 7.08.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,96-35-5, its application will become more common.

Reference:
Article; Ascenso, Osvaldo S.; Marques, Joao C.; Santos, Ana Rita; Xavier, Karina B.; Rita Ventura; Maycock, Christopher D.; Bioorganic and Medicinal Chemistry; vol. 19; 3; (2011); p. 1236 – 1241;,
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