Month: March 2021

Adding a certain compound to certain chemical reactions, such as: 122-63-4, name is Benzyl propionate, 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 122-63-4, category: esters-buliding-blocks

Carbapenem Intermediate (CPI) 5 was prepared according to the synthetic scheme shown in FIGURE 3. In the first step of the process, benzyl propionate is reacted with isobutoxycarbonyloxy acetic acid methyl ester in a solvent at low temperature in the presence of LDA to form ketoester A.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Benzyl propionate, and friends who are interested can also refer to it.

Reference:
Patent; FOB SYNTHESIS; WO2005/123066; (2005); A1;,
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Related Products of 10601-80-6,Some common heterocyclic compound, 10601-80-6, name is Ethyl 3,3-diethoxypropionate, molecular formula is C9H18O4, 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: A mixture of montmorillonite K-10 (75 mg), an appropriate aniline 1 (150 mg, 1.2 mmol), ethyl-3,3-diethoxypropionate (3) (579 mg, 3 mmol) and an aldehyde (166 mg, 1.34 mmol) in pure water (7.5 mL) was stirred at 90 C for the time mentioned in Table 2. After completion of the reaction (indicated by TLC), the mixture was cooled to room temperature and filtered. The filtrate was extracted with EtOAc (3 ¡Á 5 mL). The organic layers were collected, combined, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using ethyl acetate-hexane to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3,3-diethoxypropionate, its application will become more common.

Reference:
Article; Reddy, T. Ram; Reddy, G. Rajeshwar; Reddy, L. Srinivasula; Meda, Chandana Lakshmi T.; Parsa, Kishore V.L.; Kumar, K. Shiva; Lingappa; Pal, Manojit; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 395 – 404;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 653-92-9, 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. 653-92-9, name is Methyl 2-bromo-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-bromo-4-fluorobenzoate (3 g), EXAMPLE 1B (4.43 g), and K2CO3 (3.56 g) were stirred in DMSO (35 mL) at 125 C. for 24 hours. The mixture was cooled, taken up in ethyl acetate (500 mL), washed with water and brine, dried over Na2SO4, filtered and concentrated. The concentrate was chromatographed on silica gel with 5-25% ethyl acetate/hexanes.

The chemical industry reduces the impact on the environment during synthesis Methyl 2-bromo-4-fluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ABBOTT LABORATORIES; US2010/160322; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 79669-50-4,Some common heterocyclic compound, 79669-50-4, name is methyl 5-bromo-2-methyl-benzoate, molecular formula is C9H9BrO2, 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: A mixture of methyl 5-fluoro-2-methylbenzoate (0.5 g, 3.0 mmol),NBS (0.18 g, 3.0 mmol), and di-benzoyl peroxide (BPO) (36 mg, 0.15 mmol) in 1,2-dichloroethane (5 mL) was heated at 80 C for 12 huntil all starting material was consumed. The reaction was cooled to room temperature, and the precipitated solid was removed by filtration and washed with ethers (10 mL). The filtrate was concentrated in vacuo and the residue was partitioned between 2 N NaHCO3 (15 mL) and ethers (15 mL). The organic layer was separated, dried over MgSO4, filtered and concentrated to give a crude product (0.65 g, 89%), which was used in the next step reaction without further purification.

The synthetic route of 79669-50-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Junli; Deng, Xiaoyan; Zhou, Siru; Wang, Na; Qin, Yujun; Meng, Liuwei; Li, Guobao; Xiong, Yuhua; Fan, Yating; Guo, Ling; Lan, Danni; Xing, Junhao; Jiang, Weizhe; Li, Qing; Bioorganic and Medicinal Chemistry; vol. 27; 4; (2019); p. 644 – 654;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

924-99-2, name is Ethyl 3-(dimethylamino)acrylate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 924-99-2

Example 3 71.6 g (0.5 mol) of ethyl dimethylaminoacrylate are dissolved in 150 ml of toluene and added dropwise with stirring at 0-3 C. to a solution of 73.7 g (0.5 mol) of dichloroacetyl fluoride. After stirring at 0-3 C. for 3 h, the reaction mixture is warmed to room temperature. After complete removal of the solvent under reduced pressure (10 mbar), 114 g (90% of theory) of ethyl 2-(dichloroacetyl)-3-(dimethylamino)acrylate are obtained (m.p. 71-72 C.).

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pazenok, Sergii; Lui, Norbert; US2010/204483; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 5335-05-7, A common heterocyclic compound, 5335-05-7, name is Chloromethyl benzoate, molecular formula is C8H7ClO2, 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.

(Step 2) Iodomethyl benzoate (0277) (0278) Chloromethyl benzoate (10.0 g, 58.8 mmol) was dissolved in acetonitrile (70.0 ml), sodium iodide (17.6 g, 117 mmol) was added thereto, and the resulting mixture was stirred at room temperature for 24 hours. Acetonitrile was distilled off under reduced pressure, and diethyl ether was added. The precipitated solid was filtered off, washed with diethyl ether, and dried under reduced pressure, and then purified by silica gel column chromatography (petroleum ether:ethyl acetate=30:1 to 10:1) to obtain the title compound (14.5 g, 94%). (0279) 1H NMR (CDCl3, 400 MHz): delta 8.06-8.04 (m, 2H), 7.64-7.62 (m, 1H), 7.49-7.44 (m, 2H), 6.17 (s, 2H)

The synthetic route of 5335-05-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ajinomoto Co., Inc.; UENO, Hirokazu; YAMAMOTO, Takashi; MIYAZAWA, Tomoko; SHINKAI, Kenji; ARISAKA, Harumi; TAKANOHASHI, Toshiyuki; (122 pag.)US2016/244451; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 3618-04-0, These common heterocyclic compound, 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, 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.

Step A: ethyl 4-(5 -bromopyridin-2-yloxy)cycl ohexanecarboxylateTo a solution of 5-bromo-2-hydroxypyridine (1.0 g, 5.747 mmol) and ethyl 4- hydroxycyclohexanecarboxylate (0.99 g, 5.75 mmol) in THF (50 mL) was added PPh3 (2.4 g,9.15 mmol) and DIAD (1.8 mL, 9.14 mmol). The reaction mixture was stirred at RT for 17 h.The solution was then concentrated and purified by silica gel column chromatography with anISCO system to yield ethyl 4-(5-bromopyridin-2-yloxy)cyclohexanecarboxylate as a colorless oil.

Statistics shows that trans-Ethyl 4-hydroxycyclohexanecarboxylate is playing an increasingly important role. we look forward to future research findings about 3618-04-0.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TING, Pauline, C.; ASLANIAN, Robert; CAO, Jianhua; KIM, David; ZORN, Nicolas; WO2012/24179; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, 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. Formula: C7H15NO2

Bromoacetyl bromide (3.56 g, 17.6 mmol,1.55 ml, 1.5 equivalent), dry CH2C12 (50 ml) and K3P04 (6.41 g, 30.2 mmol, 2.5 equ.) was mixed in a flask of 250 ml under N2 atmosphere. Sarcosine tert-butyl ester (1.7 g, 11.7 mmol, 1.0 equivalent) was dissolved in dry CH2C12 (20 ml) and was added dropwise to dichloromethane solution of bromoacetyl bromide at 0 C in 30 minutes, then the reaction mixture was stirred for additional 12 hours at room temperature under N2 atmosphere before the aqueous HC1 solution (0.5 M, 30 ml) was added to the reaction mixture. After the addition of RC1 solution, the reaction mixture was stirred for additional 5 minutes, then the two phases were separated using a separatory funnel. The aqueous phase was washed with CH2C12 (1 x 15 ml) and then the unified organic phases were washed with KHCO3 solution (2 x 30 ml, 10 mlm%) and saturated NaC1 solution(1 x 30 ml). The organic phase was dried with MgSO4, then dichioromethane was evaporated at reduced pressure, and the crude product was stored at -20 C until further use. Yield: 2.01 g (65%). ?H NMR [360 MHz, CDCl3] oe 1.6 (9H, s, CR3) 2.8 (3H, s, CR3), 4.01 (2H, s, CH2), 4.4 (2H, s, CR2)

The synthetic route of tert-Butyl 2-(methylamino)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DEBRECENI EGYETEM; BOTAR, Richard; GARDA, Zoltan; FODOR, Tamas; KALMAN, Ferenc Krisztian; NAGY, Viktoria; TIRCSO, Gyula; TOTH, Imre; (44 pag.)WO2017/89847; (2017); 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. 4630-82-4, name is Methyl cyclohexanecarboxylate, A new synthetic method of this compound is introduced below., Formula: C8H14O2

Several others esters (see Table 3) were hydrogenated under identical conditions as reported in Table 4 with RuCl2(L-I)2. The reaction conditions were identical to those reported above for methyl benzoate.Table 3: Structure and name of substrates used EPO Table 4: Results obtained using the general conditions described above EPO Conversion: (in %, analysed by GC after silylation) of ester to alcohol after 2h 30min. Reaction conditions: Substrate (20 mmol), H2 gas (50 bars), RuCl2(L-I)2 0.05 mol%, NaOMe 10 mol%, THF (14 mL) at 1000C during 2h 30min.

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; FIRMENICH SA; WO2006/106483; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 46004-37-9, name is Methyl 4-amino-2-chlorobenzoate, 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. category: esters-buliding-blocks

Example 31: N-f5-Chloro-2 (at)(E -3-f3-(at)4-fluoro-benzvl)-3,8-diaza-bicvclof3.2.11oct-8-yll-3-oxo- proaen I(at)(1-h droxy-1-methvl-ethyl -ahenyl-acetamide; a) 4-Amino-5-bromo-2-chloro-benzoic acid methyl ester; 4-Amino-2-chloro-benzoic acid methyl ester (7.8 g, 42.0 mmol) is dissolved in 300 ml THF. At room temperature 8.97 g (50.4 mmol) N-bromsuccinimide are added in portions. After stirring over night at room temperature, 200 ml ethyl acetate are added and the organic layer is washed first with 10% sodium thiosulfate solution followed by 10% sodium carbonate solution and saturated sodium chloride solution. The title compound is purified by chromatography (Si02, ethyl acetate/c-hexane 1/9) and is isolated as a yellow solid (3.70 g, 33%) 1 H-NMR (400MHz; DMSO-d6) : 3.75 (s, 3H) ; 3.15-3.25 (m, 1 H); 6.35 (s, 1 NH); 6.83 (s, 1 H); 7.88 (s, 1 H). MS (m/z) ES-: 264 ([M-H] -, 100).

The synthetic route of Methyl 4-amino-2-chlorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/103054; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics