Esters-buliding-blocks

Application of 6290-49-9, These common heterocyclic compound, 6290-49-9, name is Methyl 2-methoxyacetate, 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.

A mixture of methyl methoxyacetate (52 g, 500 mmol), hydrazine hydrate (30 mL) washeated to reflux for 8 h. Excess hydrazine and water were removed under vacuum. The residuewas extracted with n-butanol, dried with NaaSC^. Excess w-butanol was removed to yield 45g ofhydrazide.

The synthetic route of 6290-49-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AXYS PHARMACEUTICALS; WO2004/108661; (2004); A1;,
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Related Products of 4341-76-8, 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. 4341-76-8, name is Ethyl 2-butynoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a two neck rbf was stirred a mixture of Pd(OAc)2 (275 mg,1.22 mmol) and TDMPP (540 mg, 1.22 mmol) in benzene (30 ml)for 15 min at rt under nitrogen. To this mixture was added ethyl-2-butynoate 7 (2.84 ml, 24.48 mmol) and the resulting mixturewas further stirred for 10 min at rt. Next, ethynylbenzene 4a(2.50 g, 24.48 mmol) was added to this solution and the mixturewas stirred for 5-10 min until reaction was completed. Theworkup of reaction was performed by evaporating the solvent invacuum followed by column chromatography (Hexane:EtOAc = 100:1) to give the desired compound 8a (2.62 g);

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

Reference:
Article; Singh, Sarbjit; Goo, Ja-Il; Noh, Hyojin; Lee, Sung Jae; Kim, Myoung Woo; Park, Hyejun; Jalani, Hitesh B.; Lee, Kyeong; Kim, Chunsook; Kim, Won-Ki; Ju, Chung; Choi, Yongseok; Bioorganic and Medicinal Chemistry; vol. 25; 4; (2017); p. 1394 – 1405;,
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Application of 217314-47-1, These common heterocyclic compound, 217314-47-1, name is Methyl 3-amino-5-methoxybenzoate, 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.

Aniline 14.4 is treated which sulfonyl chloride 2 to give the corresponding sulfonamide 15.2, which is followed by the treatment of NaH to afford the cyclic sulfonamide 15.3. Basic hydrolysis (LiOH, H20/THF/MeOH) of compound 15.3 gives acid 15.1 as the intermediateds for example 57.

The synthetic route of 217314-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2003/106405; (2003); A1;,
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Application of 27829-72-7, These common heterocyclic compound, 27829-72-7, name is Ethyl E-hex-2-enoate, 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 ester 6 (1.97 g, 14.86 mmol) in 9:1H2O/MeOH (100 mL), NaHSO3 (40percent w/v aqueous solution, 4.33 mL,16.64 mmol) and Et3N (2.31 mL, 16.64 mmol) were added. The resultingmixture was heated at reflux for 18 h. The solvent was removed in vacuo, andthe crude product was purified using flash chromatography (10:90:1 to20:80:1, MeOH/CH2Cl2/AcOH) to give acid 7 in 31percent yield as a yellow gum. dH(400 MHz; D2O): 0.94 (3H, t, J = 7.4 Hz, 6-CH3), 1.30 (18H, t, J = 7.3 Hz,(N(CH2CH3)3)2) 1.39?1.61 (3H, m, 5-CH2, 4-Ha), 1.83?1.92 (1H, m, 4-Hb), 2.56(1H, dd, J = 6.9, 16.1 Hz, 2-Ha), 2.81 (1H, dd, J = 6.4, 16.1 Hz, 2-Hb), 3.22 (12H, q,J = 7.5 Hz, (N(CH2CH3)3)2), 3.26?3.33 (1H, m, 3-H); dC (100 MHz; D2O) 8.8((N(CH2CH3)3)2), 13.8 (C-6), 20.2 (C-5), 32.7 (C-4), 36.7 (C-2), 47.3((N(CH2CH3)3)2), 57.6 (C-3), 178.2 (C-1); IR: mmax cm1 2987, 2704, 1716,1565, 1389, 1228, 1148; HRMS (ESI) found [MH2(Et3N)]+ 195.0333,C6H11O5S, required 195.0332. In a second fraction was obtained ester 8 (1.20 g,25percent) as a yellow oil. 1H (400 MHz; D2O): 0.95 (3H, t, J = 7.3 Hz, 6-CH3), 1.28?1.32 (12H, m, OCH2CH3, N(CH2CH3)3), 1.38?1.46 (1H, m, 4-Ha), 1.48?1.59 (2H,m, 5-CH2), 1.88?1.89 (1H, m, 4-Hb), 2.65?2.81 (2H, m, 2-CH2), 3.23 (6H, q,J = 7.2 Hz, N(CH2CH3)3), 3.31?3.36 (1H, m, 3-H), 4.20 (2H, q, J = 7.2 Hz,OCH2CH3); 13C (100 MHz; D2O): 8.2 (N(CH2CH3)3), 13.1 (C-6 and OCH2CH3),19.5 (C-5), 31.8 (C-4), 35.4 (C-2), 46.7 (N(CH2CH3)3), 56.8 (C-3), 62.1(OCH2CH3), 177.0 (C-1); IR: mmax cm1 2964, 2708, 1723, 1468, 1375, 1224;HRMS (ESI). Found [MHEt3N]+ 223.0652, C8H15O5S, required 223.0646.

Statistics shows that Ethyl E-hex-2-enoate is playing an increasingly important role. we look forward to future research findings about 27829-72-7.

Reference:
Article; Duhamel, Nina; Piano, Federico; Davidson, Samuel J.; Larcher, Roberto; Fedrizzi, Bruno; Barker, David; Tetrahedron Letters; vol. 56; 13; (2015); p. 1728 – 1731;,
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These common heterocyclic compound, 35450-36-3, name is Methyl 2-bromo-5-methoxybenzoate, 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: C9H9BrO3

Step B 2-Bromo-5-methoxybenzyl alcohol Lithium aluminum hydride (1.3 eq) was added in portions to a solution of methyl 2-bromo-5-methoxy benzoate (1 eq) in diethyl ether (0.35 M) at 0 C. under N2 and the resulting mixture allowed to warm to RT with stirring for 5 h. Quenched with H2O (3*g LAH), followed sequentially by 15% NaOH solution (3*g LAH), a nd H2O (3*g LAH). The solution was filtered through a scintered glass funnel rinsing with diethyl ether and concentrated in vacuo to give 2-bromo-5-methoxybenzyl alcohol as a clear oil. EI-MS m/z 239, 241 (M+Na)+

The synthetic route of Methyl 2-bromo-5-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; US6514964; (2003); B1;,
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37466-90-3, name is Ethyl 3,4-diaminobenzoate, 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. Application In Synthesis of Ethyl 3,4-diaminobenzoate

General procedure: The corresponding dianiline (1 eq.), the corresponding aromatic acid (1.1 eq.), HATU (1.1 eq.) and N,N-diisopropyl-ethylamine (2 eq.) in dichloromethane (2 mL/g) was stirred overnight at room temperature. The product was isolated as per specification.

The synthetic route of 37466-90-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elkins, Jonathan M.; Fala, Angela M.; Massirer, Katlin B.; Pennicott, Lewis E.; Reuillon, Tristan D.; Scott, Fiona; Ward, Simon E.; Bioorganic and medicinal chemistry letters; (2020);,
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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. 82702-31-6, name is Methyl 3-bromo-4-fluorobenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C8H6BrFO2

2,6-dimethyl-4-(methylsulfonyl)phenol (0.307 g, 1.533 mmol), methyl 3-bromo-4-fluorobenzoate (0.375 g, 1.609 mmol) and cesium carbonate (0.749 g, 2.299 mmol) werecombined in dimethyl sulfoxide (1.533 mL) under argon in a sealed tube and heated at100 C for 24 hours. The mixture was partitioned between water and ethyl acetate. Theorganic layer was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, filtered, and concentrated. Purification of the resulting residue by chromatography (silica, 20-40 % of 3:1 ethyl acetate/ethanol in heptanes) provided material that was 80-90 % pure. This material was triturated in 1:1 ethyl acetate/heptane to provide the title compound (0.29 g, 44 %).

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; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FIDANZE, Steven D.; HASVOLD, Lisa A.; LIU, Dachun; MCDANIEL, Keith F.; PRATT, John; SCHRIMPF, Michael; SHEPPARD, George S.; WANG, Le; LI, Bing; (191 pag.)WO2017/177955; (2017); A1;,
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Reference of 344-14-9, The chemical industry reduces the impact on the environment during synthesis 344-14-9, name is Dimethyl 2-fluoromalonate, I believe this compound will play a more active role in future production and life.

General procedure: [Pd(C3H5)Cl]2 (0.004 mmol, 4 mol%), [6-(allyloxymethyl)-N-(2-((R)-((S)-1-(3,5-dimethoxyphenyl)propyl)sulfinyl)phenyl)picoli-namide] (6b, 0.008 mmol, 8 mol%), and (E)-1,3-disubstituted allyl acetates 7 (0.1 mmol) were dissolved in THF (2.0 mL) in a dry Schlenk tube filled with argon. The reaction mixture was stirred for 30 min at room temperature. Then Cs2CO3 (3.0 equiv) and dimethyl 2-fluoromalonate 8 (0.3 mmol, 3.0 equiv) were added. After the completion of the reaction monitoring by TLC, the crude reaction mixture was filtrated with celite and the solvent was removed under reduced pressure. The crude residue was purified by flash column chromatography (petroleum ether/ethyl acetate) to give the desired products 9.

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, Dimethyl 2-fluoromalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Min; Zhao, Mingzhu; Zheng, Purui; Zhang, Hongbo; Zhao, Xiaoming; Journal of Fluorine Chemistry; vol. 189; (2016); p. 13 – 21;,
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7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, 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. HPLC of Formula: C6H6N2O4

General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.13. 2,4-Bis(4-(trifluoromethyl)phenyl)-6H-furo[2,3-b]pyran-6-one (5l). Reaction of 1 (85 mg, 0.5 mmol) and 4-ethynyl-alpha,alpha,alpha-trifluorotoluene (187 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 5l (106 mg, 50%) as a solid: mp 158-160 C; 1H NMR (300 MHz, CDCl3) delta 7.82 (2H, d, J=8.1 Hz), 7.76-7.73 (4H, m), 7.65 (2H, d, J=8.1 Hz), 6.94 (1H, s), 6.26 (1H, s); 13C NMR (75 MHz, CDCl3) delta 158.6, 152.1, 147.3, 138.4, 131.9, 128.2, 127.9, 126.4, 126.3, 126.3, 126.1, 126.0, 125.1, 123.7, 106.4, 102.4, 99.5; IR (KBr) 3125, 1728, 1616, 1528, 1325, 1127, 837, 672 cm-1; HRMS m/z (M+) calcd for C21H10F6O3: 424.0534. Found: 424.0532.

The synthetic route of 7270-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Somai Magar, Krishna Bahadur; Lee, Yong Rok; Kim, Sung Hong; Tetrahedron; vol. 69; 44; (2013); p. 9294 – 9302;,
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Reference of 24812-90-6, A common heterocyclic compound, 24812-90-6, name is Methyl 3-amino-4-methoxybenzoate, molecular formula is C9H11NO3, 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 1: 4-Methoxy-3-(4-nitro-phenoxycarbonylamino)-benzoic acid methyl ester. To a stirred, cooled (0 C.) solution of methyl-3-amino-4-methoxy benzoate (5.0 g; 27.6 mmol) in methylene chloride (100 mL) was added pyridine (2.34 mL; 29 mmol) followed by 4 nitrophenyl chloroformate (5.8 g; 29 mmol). After stirring for 8 hours, the reaction was diluted with methylene chloride (100 mL), washed with IN hydrochloric acid (2*125 mL), 10% aqueous sodium carbonate (2*125 mL), brine (1*125 mL), then dried (MgSO4), and filtered. The filtered material was concentrated under reduced pressure. The residue was taken up in ethyl acetate (100 mL) followed by hexanes (700 mL). A precipitate formed which was filtered to yield an off white solid (80% yield).

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; Keegan, Kathleen S.; Kesicki, Edward A.; Gaudino, John Joseph; Cook, Adam Wade; Cowen, Scott Douglas; Burgess, Laurence Edward; US2003/69284; (2003); A1;,
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Ester – an overview | ScienceDirect Topics