Month: March 2021

Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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, Recommanded Product: 10488-69-4, blongs to alcohols-buliding-blocks compound. Recommanded Product: 10488-69-4

Example 21 : pH profiles of enzymatic and nonenzymatic test reactions of ethyl 4-chloro- 3-hydroxybutyrate with cyanide Aqueous solutions containing 25 MG/ML sodium cyanide were prepared at pH 5.0, 6.0, 7.0, 7.5, 8. 0, 8. 5, and 9.0 by the addition of 85percent phosphoric acid while monitoring with pH meter. 5 mL of each solution was charged to a SEPARATE 20 ML screw cap vial. Halohydrin dehalogenase SEQ ID NO: 38 (20 mg) was added to each vial, followed by ethyl (S)-4-chloro-3-hydroxybutyrate (50 mg, 0.30 mmoles). For nonenzymatic reactions experiments, the procedure was identical with the exception that the enzyme was omitted. The vials were capped and heated in an oil bath at 55 ¡ãC for 3 hrs, then removed and cooled to room temperature. A 0.4 mL sample of each reaction mixture was extracted with 1 mL butyl acetate and the extracts were analyzed by gas chromatography. The analyzed amounts of substrate and products in each vial are given in Table I, and graphed vs. pH in Figure 1. IN BOTH, CHLOROHYDRIN means ethyl (S)-4-chloro-3- hydroxybutyrate, cyanohydrin means ethyl (R)-4-CYANO-3-HYDROXYBUTYRATE, and crotonate means ethyl 4-hydroxycrotonate. In the Table, ND means not detected. Table I : Millimoles CHLOROHYDRIN, cyanohydrin and crotonate by-product analyzed in test reactions with and without HALOHYDHN dehalogenase. See Example 21 without halohydrin dehalogenase with halohydrin dehalogenase mmol mmol mmol mmol mmol mmol PH chlorohydrin cyanohydrin crotonate chlorohydrin cyanohydrin crotonate 5.0 0. 33 ND ND 0. 27 ND ND 6. 0 0. 29 ND ND 0. 07 0. 20 ND 7. 0 0. 30 ND ND 0. 01 0. 28 ND 7.5 0.3 ND ND 0. 004 0. 30 ND 8. 0 0.30 0.01 ND 0.002 0.29 ND 8. 5 0. 21 0. 05 0. 001 0. 001 0. 24 ND 9. 0 0.11 0.10 0.002 0.001 0.21 ND The pHs of the final test reaction mixtures were remeasured. For the mixtures including halohydrin dehalogenase with initial pHs of 7 or above (being the mixtures in which near complete conversion of the CHLOROHYDRIN to the cyanohydrin occurred, the final mixture pHs were 0.4 to 0.6 pH units below the initial pHs. The other mixtures showed much lesser changes in pH from their initial values. These data show that under these reaction conditions and time, no measurable nonenzymatic reaction of the ethyl 4-CHLORO-3-HYDROXYBUTYRATE with cyanide occurred at any tested pH less than 8. At pH 8 and above, increasing nonenzymatic reaction with cyanide to form ethyl 4-cyano-3-hydroxybutyrate occurred with increasing pH and was accompanied by increasing formation of ethyl 4-hydroxycrotonate by-product. In contrast, the enzymatic reaction with halohydrin dehalogenase occurred at all the tested pH’s greater than 5 and with no detectable formation of ethyl 4-hydroxycrotonate at any tested pH. Additionally, for both enzymatic and nonenzymatic test reactions at pH greater than 8, the mole total of the GC- analyzed products decreased from the initial 0.30 MMOLES provided (as ethyl 4-chloro-3- hydroxybutyrate reactant) indicating the increasing formation of non-analyzable by-products with increasing pH greater than 8. It was separately established that the ester group of the reactant and product are increasingly HYDROLYZED to carboxylic acid groups at pHs greater than 8 and that the resulting carboxylic acids are not extracted in to the extracts of reaction mixture samples that are analyzed by GC. See Example 22.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, and friends who are interested can also refer to it.

Reference:
Patent; CODEXIS, INC.; WO2005/18579; (2005); A2;,
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Electric Literature of 10213-78-2 ,Some common heterocyclic compound, 10213-78-2, molecular formula is C22H47NO2, 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.

In a 250 ml Erlenmeyer flask, 13 g (36 mmol) of N-octadecylamine in 100 ml of chloroform was dissolved and cooled to 0 C. Then, 7.95 ml (0.109 mol) of thionyl chloride was added dropwise to the cooled material. After completion of the addition, the reaction mixture was heated under chloroform reflux for 3 hours. An excess of the solvent and thionyl chloride were evaporated, and the residue taken up in dichloromethane was washed with Na2CO3 saturated solution, and washed several times with water until neutralization. The organic phase was dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by chromatography on a silica gel column using an ether/petroleum ether mixture (5:95 v/v) as eluent. This yielded 10 g of pure amine chloride as oil. Yield: 70%. Rf: 0.43 (ether/petroleum ether, 5:95 v/v). 1H NMR (200 MHz, CDCl3, HMDS) delta ppm: 3.38 (t, 4H, J=5.43 Hz, CH2-Cl), 2.75 (t, 4H, J=7.30 Hz, N-CH2-C-Cl), 2.43 (t, 2H, J=6.67 Hz, CH2-N), 1.36 (m, 2H, CH2-C-N), 1.16 (s1, 30H, CH2), 0.80 (t, 3H, J=5.85 Hz, CH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10213-78-2, its application will become more common.

Reference:
Patent; Yang Ji Chemical Company Ltd.; US2005/75345; (2005); A1;,
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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. 110-73-6, name is 2-(Ethylamino)ethanol, 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. Recommanded Product: 110-73-6

General procedure: (A) 2-(Alkylamino)ethanol2a or 2b (6 mmol) and Et3N (1.0 ml) were added with stirring tothe solution of diferrocenylcyclopropenylium tetrafluoroborate 1 (3 mmol)in dry benzene or acetonitrile (70 ml). After stirring for 6-12 h at ~80C,the volatiles were removed in vacuo; the residue was chromatographed ona column with Al2O3 (activity III) (hexane-diethyl ether, 3 :1) to affordthe reaction products 3a,b (30-32%) and 4a,b (43-44%), respectively.(B) Following the general procedure, reaction of 1b (1 mmol) in MeCN(30 ml, 80C, 6-12 h) in the presence of Et3N (0.3 ml) with amino alcohols2a,b (1 mmol) afforded compounds 3a (62-71%) or 3b (67-74%) and4a,b (3-10%).(C) Reaction of 1b (1 mmol) in dry benzene (30 ml, 80C, 6-12 h) inthe presence of Et3N (0.3 ml) with amino alcohols 2a,b (3 mmol) affordedcompounds 3a,b (5-7%) and 4a (58-77%), 4b (61-80%)

With the rapid development of chemical substances, we look forward to future research findings about 110-73-6.

Reference:
Article; Sanchez Garcia, Jessica J.; Flores-Alamo, Marcos; Chirinos Flores, Denis E.; Klimova, Elena I.; Mendeleev Communications; vol. 27; 1; (2017); p. 26 – 28;,
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Reference of 6282-88-8 ,Some common heterocyclic compound, 6282-88-8, molecular formula is C9H11ClO, 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.

Example 502-[3-(4-chlorophenyl)propyl]-N-hydroxy-1-oxo-1,2-dihydroisoquinoline-7-carboxamide Compound I-131 Step 1: 1-(3-bromopropyl)-4-chlorobenzeneTo a solution of 3-(4-chlorophenyl)propan-1-ol (0.25 g, 1.46 mmol) in dichloromethane (5.5 mL) cooled at 0 C. was added triphenylphosphine (0.42 g, 1.6 mmol) and carbon tetrabromide (0.51 g, 1.5 mmol) and the reaction was stirred at rt overnight. The reaction was quenched with water and extracted with DCM (2¡Á). The combined organic phases were then washed with water, and brine, dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by flash silica gel chromatography (0% to 70% EtOAc/hexanes) to afford 1-(3-bromopropyl)-4-chlorobenzene (0.34 g, quant.). LC-MS: (FA) ES+234.

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. 6282-88-8, 3-(4-Chlorophenyl)propan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2012/94997; (2012); A1;,
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Reference of 52273-77-5 , The common heterocyclic compound, 52273-77-5, name is 2-(3-Aminophenyl)ethanol, molecular formula is C8H11NO, 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.

Example 4 A mixture of 9-chloro-3-methoxyacridine, (975 mg, 4 mmol), 3-aminophenethyl alcohol (549 mg, 4 ml) and methanesulfonic acid (0.32 ml, 5 mmol) in methanol (30 ml) is stirred under reflux for 2 hours. The mixture is concentrated in vacuo, and the residue is dissolved in methanol (10 ml). The solution is diluted with ether (150 ml). The precipitates are collected by filtration, washed with ether to give 9-[3′-(beta-hydroxyethyl)anilino]-3-methoxyacridine, as the methanesulfonate (1.15 g, 65%), mp 186-188 C. Microanalyses Calculated for C22 H20 N2 O2 –CH3 SO3 H: C, 2.71; H, 5.49; N, 6.36; S, 7.28%. Found: C, 62.79; H, 5.51; N, 6.14; S. 7.17%.

The synthetic route of 52273-77-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sloan-Kettering Institute For Cancer Research; US5229395; (1993); A;,
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Reference of 889884-94-0, 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. 889884-94-0, name is 7-Fluoronaphthalen-2-ol. A new synthetic method of this compound is introduced below.

General procedure: To a stirred solution of trichloroacetimidate glycosyl donor (0.6 mmol), and 2-naphthol derivative (0.5 mmol) in anhydrous MeCN (5 mL) was added trimethylsilyl trifluoromethanesulfonate (0.05 mL) dropwise at 0 C under argon atmosphere. The mixture was stirred at r.t. for 2 h, then cooled 0 C and the reaction was quenched with triethylamine and the mixture was concentrated under reduced pressure and purified by flash column chromatography on silica gel (EtOAc/ hexane) to afford the desired glycosides.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,889884-94-0, 7-Fluoronaphthalen-2-ol, and friends who are interested can also refer to it.

Reference:
Article; Chakraborty, Soumen; Mal, Dipakranjan; Synthesis; vol. 50; 7; (2018); p. 1560 – 1568;,
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Reference of 3391-86-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 3391-86-4 as follows.

General procedure: In a Schlenk tube, 11.5 mg (4 105 mol) Na2CO310H2O wasdissolved in 4.6 mL H2O. After deoxygenation, 9.3 mg (2 105mol) [RuCl2(pta)(g6-p-cymene)] was added and the solution wasstirred for 15 min at 80 C. 310 lL (2.02 mmol) oct-1-en-3-ol wasinjected to the catalyst solution and the reaction mixture was stirredfurther at 80 C. At the end of the desired reaction time themixture was cooled and extracted with hexane under air. Theorganic phase was dried on MgSO4 and analyzed by gas chromatography.Products were identified by comparison of theirretention times to standards and the composition of the productmixture was calculated from peak areas.In recycling experiments, following extraction and phase separation,the aqueous phase was deoxygenated, heated to 80 C, anew batch of the substrate was added and the reaction was initiatedby stirring.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3391-86-4, its application will become more common.

Reference:
Article; Bolyog-Nagy, Evelin; Udvardy, Antal; Barczane-Bertok, Agnes; Joo, Ferenc; Katho, Agnes; Inorganica Chimica Acta; vol. 455; (2017); p. 514 – 520;,
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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. 23377-40-4, name is 3-(Hexadecyloxy)propan-1-ol, molecular formula is C19H40O2, 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. Recommanded Product: 23377-40-4

S13: A suspension of 3-hexadecyloxypropan-l-ol (1.58 g, 5.26 mmol) and DIPEA (0.92 mL, 5.26 mmol) in anhydrous acetonitrile (25 mL) was treated dropwise over a 10 min period with 3-((chloro(diisopropylamino)phosphino)oxy)-propanenitrile (1.2 mL, 5.26 mmol). After 18 h at rt, the mixture was quenched with sat. aq. NaHC03 (15 mL) and extracted with ethyl acetate (2 x 100 mL). The combined organic phases were concentrated by rotary evaporation, and flash chromatography (column volume 25 mm x 140 mm, 10 to 20% gradient of EtOAc in hexanes) provided S13 (1.40 g, 53%) as a white solid: 1H NMR (400 MHz, CDC13) delta 3.89 – 3.54 (m, 6H), 3.49 (t, 7= 6.3 Hz, 2H), 3.39 (t, 7= 6.7 Hz, 2H), 2.64 (t, J = 6.6 Hz, 2H), 1.87 (p, J = 6.3 Hz, 2H), 1.57 (p, J = 6.3 Hz, 2H), 1.25 (s, 26H), 1.18 (dd, J = 6.8, 3.5 Hz, 12H), 0.87 (t, J= 6.6 Hz, 3H); 31P NMR (162 MHz, CDC13) delta 147.40.

With the rapid development of chemical substances, we look forward to future research findings about 23377-40-4.

Reference:
Patent; EMORY UNIVERSITY; PAINTER, George, R.; GUTHRIE, David, B.; BLUEMLING, Gregory, R.; NATCHUS, Michael, R.; (179 pag.)WO2017/156380; (2017); A1;,
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Application of 143726-85-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 143726-85-6 as follows.

C. 4- (1, 1, 4-Trioxo-1, 2, 5-thiadiazolidin-2-ylmethyl)-benzoic acid 4-t-butoxycarbonyl- benzyl ester; A solution of the title B compound, 4- [5- (2, 4-dimethoxy-benzyl)-1, 1, 4-trioxo-1, 2,5- thiadiazolidin-2-ylmethyl]-benzoic acid (84 mg, 0.2 mmol) and 4-hydroxymethyl-benzoic acid t-butyl ester (42 mg, 0.2 mmol) in CH2CI2 (3 mL) is treated with DMAP (12 mg, 0.1 mmol) and the reaction is cooled to 5C. EDCI (39 mg, 0.2 mmol) is then added and the reaction is stirred for 16 h. The mixture is concentrated and partioned between EtOAc and 1 N aqueous HCI. The organic solution is washed with saturated aqueous NaHCO3 and brine, dried over anhydrous MgS04 and concentrated to give 4- (1, 1, 4-trioxo-1, 2, 5-thiadiazolidin-2-ylmethyl)- benzoic acid 4-t-butoxycarbonyl-benzyl ester as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,143726-85-6, its application will become more common.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2003/82841; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 171011-37-3, (4-Bromo-1,2-phenylene)dimethanol, 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, Recommanded Product: (4-Bromo-1,2-phenylene)dimethanol, blongs to alcohols-buliding-blocks compound. Recommanded Product: (4-Bromo-1,2-phenylene)dimethanol

General procedure: In a typical experiment, a round bottom flask containing 4-6mL of acetonitrile/water mixture (1:1) was charged with 0.5-1.0mmol of the diol, 5mol% of TetMe-IA, and oxone (2equiv). The resulting mixture was stirred at rt for benzylic diols and at 45C for aliphatic diols. At the end of the reaction, as judged from TLC analysis, little water was added to dissolve the inorganic salts, and the organic matter was extracted with EtOAc at least two times. The combined extract was dried over anhydrous Na2SO4, concentrated in vacuo to obtain the crude product, which was subjected to silica-gel column chromatography using ethyl acetate/pet ether to isolate the pure product.

The synthetic route of 171011-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jhulki, Samik; Seth, Saona; Mondal, Manas; Moorthy, Jarugu Narasimha; Tetrahedron; vol. 70; 13; (2014); p. 2286 – 2293;,
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