Month: July 2021

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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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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Adding a certain compound to certain chemical reactions, such as: 62037-46-1, 1-Amino-3-chloropropan-2-ol hydrochloride, 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, 62037-46-1, blongs to alcohols-buliding-blocks compound. Formula: C3H9Cl2NO

To a suspension of 1-amino-3-chloropropan-2-ol hydrochloride (175.2 mg, 1.2 mmol, 1.0 eq) and pyridine (0.49 mL, 6.0 mmol, 5.0 eq) in DCM (3 mL) at 0 C was added the crude acid chloride 16 from the above reaction. The reaction mixture was allowed to warm to 23 C over 2 h, and then stirred overnight at rt. The resultant mixture was partitioned between DCM (3 mL) and water (5 mL). The organic layer was washed with saturated NaHCO3 (aq, 5 mL) and brine (5 mL), dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude material was purified by column chromatography on silica gel, using a mobile phase gradient of 15 to 40% of EtOAc/hexanes to yield the acrylamide 17 (172.2 mg, 0.49 mmol, 41% from 15) as a white solid. 1H NMR (500 MHz, DMSO-d6) delta 7.44 – 7.39 (m, 4H), 7.37 (t, J= 5.6 Hz, 1H), 7.24 (d, J= 8.6 Hz, 2H), 7.21 – 7.17 (m, 2H), 6.99 (d, J= 8.7 Hz, 2H), 5.35 (d, J= 5.3 Hz, 1H), 3.83 – 3.74 (m, 1H), 3.58 (dd, J= 11.2, 4.4 Hz, 1H), 3.47 (dd, J= 11.2, 6.0 Hz, 1H), 3.34 – 3.28 (m, 1H), 3.19 (ddd, J = 13.4, 6.7, 5.6 Hz, 1H); 13C NMR (126 MHz, DMSO-d6) delta 167.32, 137.21, 135.65, 133.96, 132.78, 132.71, 131.30, 129.40, 129.07, 128.27, 128.23, 69.06, 47.88, 43.19; HRMS m/z calcd. for C18H18Cl2NO2 [M+H]+ 350.07091, found 350.06477.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62037-46-1, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNITED STATES GOVERNMENT REPRESENTED BY THE DEPARTMENT OF VETERANS AFFAIRS; RETTIG, Matthew; JUNG, Michael, E.; RALALAGE, D. Elshan Nakath, G.; AN, Jiabin; (162 pag.)WO2018/136792; (2018); A1;,
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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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Application of 33036-62-3, 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. 33036-62-3, name is 4-Bromo-1-butanol. A new synthetic method of this compound is introduced below.

After dissolving 4-bromobutanol (5 g, 32.67 mmol) in DMSO (200 mul), the mixture was cooled to 0 C and SO 3 Py (26 g, 163.4 mmol) was added. DIPEA (45 mul, 261.365 mmol) And stirred for 3 hours. The reaction solution was diluted with EtOAc and washed with water. The organic solvent was dried over anhydrous MgSO4, filtered, concentrated by evaporation under reduced pressure, and the resulting residue was purified by silica gel chromatography (n-Hex / EtOAc = 4/1)4-Bromobutane (2.41 g, 49%) was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33036-62-3, 4-Bromo-1-butanol, and friends who are interested can also refer to it.

Reference:
Patent; Chungnam National University Foundation of Research & Business; International Medicine Co., Ltd.; Kim Eun-hui; Gu Tae-seong; Jang Gi-hong; Kim Yeong-hun; Lee Ju-hui; Park Chang-min; Oh Se-hwan; Bae Hyeon-ju; Kim Yeong-gwan; (72 pag.)KR2018/56603; (2018); A;,
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Synthetic Route of 50438-75-0, 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. 50438-75-0, name is 2-(4-(Dimethylamino)phenyl)ethanol, molecular formula is C10H15NO, 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- [4- (N,] N-dimethylaminophenyl] ethanol (2.05 g, 17.4 mmol), phthalimide (2.19 g, 14.9 mmol) and [PPH3] (3.93 g, 14.9 mmol) (Aldrich) are mixed in 100 mL of THF maintained at [0C.] The mixture is then treated with DIAD (2.68 mL) (Aldrich) which was added dropwise. After stirring overnight, the solvent is removed under reduced pressure to give a pale yellow solid. The solid is triturated with EtOAc three times. The combined EtOAc layers are treated with gaseous HC1 to precipitate the product, and the desired product is isolated through filtration.

According to the analysis of related databases, 50438-75-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELIAN PHARMACEUTICALS INC; WO2004/33436; (2004); A1;,
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Application of 6850-39-1, 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 6850-39-1, name is 3-Aminocyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

2- (t-butoxycarbonyl) amino) pyrazolo [1,5-a] pyrimidine-3-carboxylic acid (200mg, 0.72mmol)And 3-aminocyclohexanol (83 mg, 0.72 mmol)Dissolved in dichloromethane (8 mL)And 2- (7-azobenzotriazole) -N, N, N ‘, N’-tetramethyluronium hexafluorophosphate (334 mg, 0.88 mmol)And triethylamine (0.2 mL, 1.44 mmol).After the mixture was stirred at room temperature overnight,Quenched with water (30 mL)And extracted with ethyl acetate (100 mL x 3). The combined organic phases were washed with saturated brine (100 mL x 3), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate / petroleum ether (v / v) = 1 / 2) to give the title compound as a light yellow solid (200 mg, 74.0%).

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 6850-39-1, 3-Aminocyclohexanol.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; (88 pag.)CN104650092; (2017); B;,
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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.78573-45-2, name is 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, molecular formula is C10H11F3O, molecular weight is 204.19, as common compound, the synthetic route is as follows.Safety of 3-(3-(Trifluoromethyl)phenyl)propan-1-ol

Example 2 Synthesis of 3-[3-(trifluoromethyl)phenyl]-propionaldehyde (II) A solution of compound (V) (1.0 g, 4.90 mmol) in dichloromethane (20 ml) is cooled in water/ice bath, treated in succession with DMSO (770 mg, 9.80 mmol) and P2O5 (1.39 g, 9.80 mmol) and left under stirring for 30 minutes, while temperature raises to 20 C. The reaction mixture is then cooled in water/ice bath and triethylamine (2.4 ml, 17.15 mmol). The resulting solution is kept under stirring while temperature raises to 20 C. After one hour the mixture is treated with 5% HCl, the phases are separated and the organic one is further washed with 5% HCl. The organic phase is then washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure, to afford 0.99 g of the aldehyde of formula (II) in quantitative yield. 1H NMR (300 MHz, CDCl3), ppm: 9.83 (t, 1H, J 0.9 Hz), 7.48-7.38 (m, 4H), 3.02 (t, 2H, J 7.2 Hz), 2.82 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,78573-45-2, 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, and friends who are interested can also refer to it.

Reference:
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Related Products of 1113-21-9, 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.1113-21-9, name is 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, molecular formula is C20H34O, molecular weight is 290.48, as common compound, the synthetic route is as follows.

The 5E, 9E, 13E-geranyl geranyl acetone (1) can be prepared by reacting 6E-10E-geranyl linalool (23) with diketene (24) catalyzed by DMAP in ethyl ether to give the ester 25. The ester 25 in the Carroll rearrangement using Al(OiPr)3 at elevated temperature can afford the desired 5E, 9E, 13E-geranyl geranyl acetone (1). In another approach, the GGA (1) can be prepared by treating geranyl linalool (23) with the Meldrum’s acid 26 in the Carroll rearrangement using Al(OiPr)3 at 160 C. Similarly, the use of tert-butyl acetoacetate (27) with geranyl linalool (23) in the Carroll rearrangement can also give the desired 5E,9E,13E-geranyl geranyl acetone (1).

Statistics shows that 1113-21-9 is playing an increasingly important role. we look forward to future research findings about 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; Look, Gary C.; US2015/133431; (2015); A1;,
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Reference of 105-13-5 ,Some common heterocyclic compound, 105-13-5, molecular formula is C8H10O2, 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.

General procedure for selective mono PMB protection of diols: (Z)-4-((4-Methoxybenzyl)oxy)but-2-en-1-ol (Table 5, entry 1): A mixture of cis-2-butene-1,4-diol (200 mg, 2.3 mmol), p-anisyl alcohol (345 mg, 2.5 mmol), and catalytic amount (10% w/w, 20 mg) of Amberlyst-15 resin in anhydrous CH2Cl2 (10 mL) was refluxed. After 3 h, the crude reaction mixture was filtered through a Whatman filter paper and the residue washed with CH2Cl2, dried (over anhydrous Na2SO4), filtered and concentrated in vacuo and purified using flash chromatography (pet ether/ethyl acetate 70:30) to provide 401 mg (85%) of pure product as a colorless dense liquid.

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. 105-13-5, (4-Methoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chavan, Subhash P.; Harale, Kishor R.; Tetrahedron Letters; vol. 53; 35; (2012); p. 4683 – 4686;,
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