Month: July 2021

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 31600-43-8, name is Methyl 2-(benzyloxy)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C10H12O3

A mixture of 70 (2.75 g, 15.3 mmol) in methanol (50 mL) and hydrazine hydrate (65% in water, 2.3 g, 30 mmol) was heated under reflux for 3 h. The reaction mixture was concentrated under reduced pressure and the residue was diluted with benzene. The solvent was evaporated and the crude product was further dried under high vacuum (6 h) to give 71 (2.75 g), as a light yellow waxy material, which was used in the next step without further purification.1H NMR (500 MHz5 CDCl3) delta 7.72 (br s, IH5 NH), 7.39-7.29 (m, 5H)5 4.56 (s5 2H), 4.07 (s, 2H)5 3.82 (br s, 2H5 NH2).

The synthetic route of 31600-43-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF CONNECTICUT; WO2008/13963; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 25597-16-4, 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. 25597-16-4, name is Ethyl 4,4,4-trifluorocrotonate, This compound has unique chemical properties. The synthetic route is as follows.

Bromine (18.4 mL, 357 mmol) was added dropwise over 30 minutes to a solution of (E)-ethyl 4,4,4-trifluorobut-2-enoate (50 g, 297 mmol) in carbon tetrachloride (50 mL) at room temperature under nitrogen. The resulting dark red solution was refluxed for 4 hours. Additional bromine (2 ml) was added and heating was continued until the HPLC analysis showed that the starting material had been consumed. The reaction mixture was concentrated under reduced pressure to give light brown oil. HPLC (XBridge 5mu CI 8 4.6×50 mm, 4 mL/min, solvent A: 10% MeOH/water with 0.2% H3PO4, solvent B: 90% MeOH/water with 0.2% H3PO4, gradient with 0-100% B over 4 minutes): 2.96 and 3.19 minutes.

The chemical industry reduces the impact on the environment during synthesis Ethyl 4,4,4-trifluorocrotonate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Robert J.; WANG, Zhongyu; WO2012/61459; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 35180-01-9, 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. 35180-01-9, name is Chloromethyl isopropyl carbonate, This compound has unique chemical properties. The synthetic route is as follows.

Compound 14 (50 mg, 0.106 mmol) was dissolved in DMF (1 mL) and chloromethyl propan- 2-yl carbonate (24 mg, 0.158 mmol) and K2C03 (22 mg, 0.158 mmol) were added. The mixture was stirred at 50C for 30 min. The reaction mixture was diluted with EtOAc and washed with water. The combined organic phases were dried over MgS04, filtered, and evaporated in vacuo. The crude was purified by flash chromatography on silica gel using a gradient of EtOAc in cHex to yield the desired product 121 (58 mg, 93%) as a white powder. 1H NMR (400MHz, DMSO-d6) delta 7.70 (dd, 1 H), 7.59-7.52 (m, 1 H), 7.46-7.40 (m, 1 H), 7.01 – 6.90 (m, 2H), 6.87-6.75 (m, 1 H), 6.31 (s, 1 H), 5.82-5.64 (m, 2H), 5.52-5.42 (m, 1 H), 4.84- 4.73 (m, 1 H), 4.20-3.50 (m, 2H), 3.28-3.02 (m, 2H), 2.72-2.53 (m, 1 H), 2.02-1.88 (m, 1 H), 1 .82-1.36 (m, 6H), 1 .28-1.20 (m, 6H). MS (ES) C29H29CIFN09 requires: 589/591 , found: 590/592 (M+H)+, 99%

The chemical industry reduces the impact on the environment during synthesis Chloromethyl isopropyl carbonate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; LEAD DISCOVERY CENTER GMBH; MAX PLANCK GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E. V.; SOTIO A.S.; DI LUCREZIA, Raffaella; BERGBREDE, Tim; NUSSBAUMER, Peter; KOCH, Uwe; KLEBL, Bert; CHOIDAS, Axel; UNGER, Anke; LARSSON, Nils-Goeran; FALKENBERG-GUSTAFSSON, Maria; GUSTAFSSON, Claes M.; (157 pag.)WO2019/57821; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 2216-92-4, name is N-Phenylglycine Ethyl Ester, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

To a solution of 1 (1.0 eq.) in dioxane at room temperature were added the appropriate alpha-amino ethyl ester (1.0 eq.) and DIEA (1.2 eq.). The mixture was stirred at room temperature for 24 hours. The solvent was removed under vacuum. The residue was purified on a silica gel column to give 28.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; KEMIA, INC.; WO2006/91737; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27829-72-7, name is Ethyl E-hex-2-enoate, belongs to esters-buliding-blocks compound, 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 27829-72-7, SDS of cas: 27829-72-7

Example D: (S)-3-Amino-hexanoic acid ethyl ester To a solution of (S)-(-)-N-benzyl-alpha-methyl-benzylamine (50 mL, 239 mmol) in THF (150 mL) at 00C is added nBuLi (2.5 M in THF) (100 mL, 250 mmol) under nitrogen atmosphere. The solution is cooled to -78°C and ethyl trans-2-hexenoate (16.6 g, 117 mmol) is added. The solution is stirred for 1 hour and saturated NH4Cl solution is added. The solution is warmed to room temperature and is extracted with EtOAc. The combined organic layer is dried with MgSO4 and is filtered. The filtrate is concentrated and the residue is purified by flash chromatography with 5percent EtOAc in Hexane as the eluent to afford the (S)-3-[Benzyl-((S)-l- phenyl-ethyl)-amino]-hexanoic acid ethyl ester (20.8 g, 50percent) as a colorless oil.

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.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/23655; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 52449-43-1, name is Methyl 4-chlorophenylacetate, 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. Computed Properties of C9H9ClO2

(S)-2-(4-chlorophenylV3-(isoDropylaminoVl-r4-((RV5-methyl-6.7-dihvdro-5H- cvclopentard1pyrimidin-4-yl)piperazin- 1 -vDpropan- 1 -one dihydrochloride; [00303] Step 1: Methyl 2-(4-chlorophenyl)acetate (36.7 g, 199 mmol) and paraformaldehyde (6.27 g, 209 mmol) were dissolved/suspended in DMSO (400 itiL) and treated with NaOMe (537 mg, 9.94 mmol). The mixture was allowed to stir at room temperature for 2 hours to completion by TLC analysis of the crude. The reaction was poured into ice-cold water (700 mL; white emulsion) and neutralized with the addition of IM HCl solution. The aqueous portion was extracted with ethyl acetate (3 X), and the organics were combined. The organic portion was washed with water twice, once with brine, separated, dried over MgSO4, filtered, and concentrated in vacuo to afford the crude product as a yellow oil. The residue was loaded onto a large fritted filtered with silica gel and eluted with 9:1 hexanes:ethyl acetate until the starting material/olefin were collected. The plug was then eluted with 1:1 hexanes:ethyl acetate until the pure desired product was eluted completely. The concentrated pure fractions yielded methyl 2-(4- chlorophenyl)-3-hydroxypropanoate as a colorless oil (39.4 g, 92%).

The synthetic route of Methyl 4-chlorophenylacetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; MITCHELL, Ian S.; BLAKE, James F.; XU, Rui; KALLAN, Nicholas C.; XIAO, Dengming; SPENCER, Keith Lee; BENCSIK, Josef R.; LIANG, Jun; SAFINA, Brian; LI, Jun; CHABOT, Christine; WO2008/6032; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 179022-43-6, name is Methyl 8-azabicyclo[3.2.1]octane-3-carboxylate hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 8-azabicyclo[3.2.1]octane-3-carboxylate hydrochloride

A mixture of (3-bromo-lH-pyrazolo[4,3-b]pyridin-l-yl)(2-chloro-6-(trifluoromethyl) phenyl)methanone (B-1) (200mg, 0.50mmol), 3-(methoxycarbonyl)-8-azonia- bicyclo[3.2.1]octane chloride 2 (0.15 g, 0.75 mmol) and Cs2C03 (0.65g, 2.0mmol) were suspended in DMF (5mL). The reaction mixture was heated at 150C in a microwave reactor for 5h. The result mixture was diluted with H20 (50mL). 2M HCl solution was added to adjust the pH~3 and the aqueous layer was extracted with ethyl acetate (3x20mL). The combined organic layers were washed with brine (20mL), dried over anhydrous Na2S04 and concentrated to get the crude product B-2 as yellow oil. LCMS (ESI) calc’d for C23H20ClF3N4O3 [M+H]+: 493, found: 493

According to the analysis of related databases, 179022-43-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BARR, Kenneth Jay; MACLEAN, John; ZHANG, Hongjun; BERESIS, Richard Thomas; WO2014/26330; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 126430-46-4, These common heterocyclic compound, 126430-46-4, name is Benzyl 4-bromobutanoate, 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.

b) Preparation of 4-(N-Boc-L-valyloxy)butyric acid benzyl ester N-Boc-L-valine (1.3 g, 6 mmole) was dissolved in dioxane (5 ml). To the solution was added tetrabutylammonium hydroxide aqueous solution (40%, 3.8 ml, 6 mmole), and the solution was evaporated and coevaporated with toluene several times. The residue was dissolved in DMF (15 ml) and 4-bromobutyric acid benzyl ester (1.28 g, 5 mmole) was added to it. The reaction was kept for 18 hr, and then poured into sodium bicarbonate aqueous solution and extracted with dichloromethane. The organic phase was dried and the product was isolated with silica gel column chromatography, 1.2 g.

Statistics shows that Benzyl 4-bromobutanoate is playing an increasingly important role. we look forward to future research findings about 126430-46-4.

Reference:
Patent; AB, Medivir; US2002/128301; (2002); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 5445-17-0,Some common heterocyclic compound, 5445-17-0, name is Methyl 2-bromopropanoate, molecular formula is C4H7BrO2, 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.

2-bromo-propanoic acid, methyl ester (0.03 mol) was added to a solution of potassium fluoride (0.075 mol) in DMF (25ml). The mixture was stirred at room temperature for 15 minutes. 2-amino-5-nitro- phenol (0.03 mol) was added. The mixture was stirred at 600C for 6 hours, poured out into ice water (150ml), filtered, washed with water and dried, yielding 7g of intermediate 16.

The synthetic route of 5445-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/37343; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 10047-10-6, 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 10047-10-6 as follows.

Glacial AcOH (4.2 mL, 73.4 mmol) was added to a magnetically stirred solution of 2,5-dimethoxytetrahydrofuran (11.5 mL, 88.8 mmol) in H2O (200 mL) maintained under N2 and the ensuing mixture was heated at reflux. After 3 h, the mixture was cooled to r.t. and CH2Cl2 (200 mL), NaOAc (18.2g, 221 mmol) and DL-norvaline methyl ester hydrochloride (S8) (12.22 g, 72.9 mmol, as a ~40 mL solution in H2O) were added; the flask was wrapped in foil to exclude light. After 16 h, the pH of the aqueous phase was adjusted to ~9 with Na2CO3 (saturated aqueous solution). The phases were separated and the aqueous phase was further extracted with CH2Cl2 (3x 50 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated under reduced pressure to a volume of ~25 mL. The ensuing solution was passed through plug of silica gel (7 cm width x 3 cm depth; 20% EtOAc/hexanes elution) to provide pyrrole S9 (12.4 g, 68.6 mmol, 94% yield) as a colourless oil.2

According to the analysis of related databases, 10047-10-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Olivier, Wesley J.; Gardiner, Michael G.; Bissember, Alex C.; Smith, Jason A.; Tetrahedron; vol. 74; 38; (2018); p. 5436 – 5441;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics