Category: esters-buliding-blocks

Reference of 13380-85-3, 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. 13380-85-3, name is Methyl 4-(hydroxymethyl)cyclohexanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

In a nitrogen atmosphere, 7.4 g of the compound represented by the formula (I-12), 4.1 g of pyridine and 35 mL of dichloromethane were put into a reactor. With cooling with ice, 5.4 g of methanesulfonyl chloride was dropwise added thereto, and stirred at room temperature for 3 hours. This was poured into water, and washed sequentially with 5% hydrochloric acid and salt water. Purification through column chromatography (silica gel, hexane/ethyl acetate) and recrystallization (acetone/hexane) gave 7.5 g of the compound represented by the formula (I-1-3).

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

Reference:
Patent; DIC Corporation; Horiguchi, Masahiro; Mamiya, Junichi; Aoki, Yoshio; (99 pag.)US2018/312481; (2018); A1;,
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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. 294190-18-4, name is Methyl 3-amino-5-chloro-2-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 294190-18-4

[0968] tert-Buty 4-{[5-chloro-3-(methoxycarbonyl)-2-methylphenyI]amino}piperidine-l- carboxylate[0969] To a stirred solution of methyl 3-amino-5-chloro-2-methylbenzoate ( 1.40 g, 7.04 mmol) in CH2CI2 (30 mL) and AcOH (2.50 g, 42.2 mmol) was added N-Boc piperidinone (1.96 g, 9.85 mmol) and sodium triacetoxyborohydride (4.40 g, 21 .1 mmol). The reaction mixture was stirred at 23 C for 1 8 hours and then saturated NaHC03 was added and the mixture was separated. The aqueous layer was extracted with CH2CI2 (3 x 20 mL) and the combined organic layers were concentrated in vacuo. The residue was purified by silica gel columnchromatography (Si02 heptane/ethylacetate=10/l to 1 /1 ) to give the titled compound as oil (2.40 g, 89% yield). -NMR (400 MHz, CDC13) 5ppm; 7.09 (s, 1 H), 6.69 (s, 1 H), 4.05(m, 2H), 3.88 (s, 3H), 3.63 (m, 1 H), 3.42 (m, 1 H), 2.97 (m, 2H), 2.23 (s, 3H), 2.05 (m, 2H), 1 .45 (s, 9H), 1 .27 (m, 2H).

According to the analysis of related databases, 294190-18-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
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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. 115118-68-8, name is Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate

Compound 29.3 (150 g, 0.52 mol) was added to a solutionof 10 M HCI (400 ml), andthe reaction mixture was heated to reflux for 60 hr.The reactionmixture was cooledto rt, extracted with Et20 (10 x 1 L) and the combinedorganic layers were dried, filteredand concentrated under reduced pressureto give compound 29.4 (65 g) as a yellow oil, which was5 carriedthrough to the next step withoutfurther purification..

According to the analysis of related databases, 115118-68-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHAOGEN, INC.; LINSELL, Martin Sheringham; AGGEN, James Bradley; DOZZO, Paola; HILDEBRANDT, Darin James; COHEN, Frederick; KASAR, Ramesh Annasaheb; KANE, Timothy Robert; GLIEDT, Micah James; MCENROE, Glenn A.; WO2014/165075; (2014); A1;,
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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. 55666-43-8, name is tert-Butyl 3-bromopropanoate, A new synthetic method of this compound is introduced below., SDS of cas: 55666-43-8

Preparation No.12a: Preparation of teri-butyl 3,3′-(4-(3-(3-chloro-4-isopropoxyphenyl)- l,2,4-oxadiazol-5-yl)phenylsulfonylazanediyl)dipropanoate and teri-butyl 3-(4-(3-(3- chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5-yl)phenylsulfonamido)propanoate; To a solution of 4-(3-(3-chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5- yl)benzenesulfonamide (0.500 g, 1.270 mmol) in DMF (3.17 mL) was added NaH (0.056 g, 1.396 mmol). After about 10 min. teri-butyl 3-bromopropanoate (0.233 mL, 1.396 mmol) was added and the reaction mixture was heated to about 60 C. After about 48 h the reaction mixture was cooled to RT and purified by chromatography on silica gel (eluting with EtOAc/Hep) to provide tert-butyl 3,3′-(4-(3-(3-chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5- yl)phenylsulfonylazanediyl)dipropanoate (0.24 g, 29%o) as a colorless solid. LC/MS (Table 1, Method c) Rt = 3.43 min, m/z 667 (M+NH4)+, in addition to tert-butyl 3-(4-(3-(3-chloro-4- isopropoxyphenyl)-l,2,4-oxadiazol-5-yl)phenylsulfonamido)propanoate (0.28 g, 42%) as a colorless solid. LC/MS (Table 1, Method c) Rt = 3.13 min, m/z 521 (M-H)

The synthetic route of 55666-43-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; CUSACK, Kevin, P.; BREINLINGER, Eric, C.; FIX-STENZEL, Shannon, R.; STOFFEL, Robert, H.; WOLLER, Kevin, R.; WO2011/71570; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 18595-12-5, name is Methyl 5-amino-2-methylbenzoate, molecular formula is C9H11NO2, 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. COA of Formula: C9H11NO2

4.6 g (28 mmol) of methyl 3-amino-6-methylbenzoate are dissolved in 50 ml of THF and 50 ml of 1M sulphuric acid and then the reaction medium is cooled to 0 C. A solution of sodium nitrite (2.3 g, 33.6 mmol) in 10 ml of water is then added dropwise and then the medium is stirred for 20 minutes. 15 ml of pure sulphuric acid are then added and the reaction medium is heated under reflux for 2 hours, poured into 500 ml of water and extracted with ethyl ether. The organic phases are dried, concentrated under reduced pressure and the residue obtained is dissolved in 100 ml of methanol. 3 ml of sulphuric acid are added and the reaction medium is heated under reflux for 14 hours, cooled, treated with water and ethyl ether. After extraction with ethyl ether, the organic phases are combined, dried over magnesium sulphate and concentrated under reduced pressure. After purification on a silica column (ethyl acetate 30-heptane 70), a brown oil is obtained (m=1.2 g; Y=25%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18595-12-5, its application will become more common.

Reference:
Patent; Galderma Research & Development S.N.C.; US6689922; (2004); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 185312-82-7,Some common heterocyclic compound, 185312-82-7, name is Methyl 4-bromo-2-chlorobenzoate, molecular formula is C8H6BrClO2, 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.

Preparation Example 80-1 methyl 2-chloro-4-(methylthio)benzoate sodium thiomethoxide (459 mg) was added to a solution of methyl 4-bromo-2-chlorobenzoate (1.25 g) in N,N-dimethylformamide (10 ml) under ice-cooling, and the mixture was stirred for 2 hr. 1N hydrochloric acid was added to the reaction mixture and the resulting product was extracted three times with ether.. The organic layers were combined, washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate.. The solvent was evaporated and the residue was subjected to silica gel column chromatography (hexane/ethyl acetate=10/1) to give the objective compound (835 mg) as a colorless oil. 1H-NMR(CDCl3): 2.49(3H, s), 3.90(3H, s), 7.11(1H, d, J=8 Hz), 7.23(1H, s), 7.78(1H, d, J=8 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-bromo-2-chlorobenzoate, its application will become more common.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6348474; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 3618-04-0, The chemical industry reduces the impact on the environment during synthesis 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, I believe this compound will play a more active role in future production and life.

Step 1 : 4-(tert-Butyl-diphen l-silanyloxy)-cyclohexanecarboxylic acid ethyl esterTo a solution of ethyl 4-hydroxycyclohexane carboxylate (5.0 g, 29.03 mmol) in dichloromethane (200 mL) was added imidazole (4.97 g, 73 mmols) and tert- butylchlorodiphenylsilane (15.96 g, 15.2 mL, 58.0 mmol). The reaction mixture was allowed to stir at room temperature over night. The reaction mixture was poured into water (125 mL) in a separatory funnel and the phases were separated. The aqueous phase was extracted with dichloromethane (2×200 mL). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated under vacuum. Purification by column chromatography on silica gel eluting with ethyl acetate in heptanes (0-10%) afforded 10.55 g (89%) of the title compound.

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, trans-Ethyl 4-hydroxycyclohexanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI; GAO, Zhongli; HALL, Daniel; STEFANY, David; WO2011/143148; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1559-02-0, 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. 1559-02-0 name is Diethyl 1,1-cyclopropanedicarboxylate, This 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.

General procedure: Diethyl cyclopropane-1,1-dicarboxylatederivatives (1.0 eq.) were dissolved in EtOH. KOH (1.0 eq.)in ethanol solution was added and stirred for 5 h. After the completion of the reaction, the intermediatewas dissolved in THF solution at 15 C. 4-Methylmorpholine (1.2 eq.), isobutyl chloroformate(1.0 eq.) and 4-amino-2-fluorophenol (1.0 eq.) were added. The crude product was purified by columnchromatography, and the above process was repeated. The final product compounds 12 were obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Diethyl 1,1-cyclopropanedicarboxylate, and friends who are interested can also refer to it.

Reference:
Article; Jiang, Yingnan; Zhang, Ke; Gao, Suyu; Wang, Guihua; Huang, Jian; Wang, Jinhui; Chen, Lixia; Molecules; vol. 21; 5; (2016);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 1105187-36-7, 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. 1105187-36-7, name is Methyl 3-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Methyl 3-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate (1.00 g, 3.84 mmol) was dissolved in dry DMF (2 ml) in a 10 ml vial and N-iodosuccinimide (891 mg, 3.96 mmol) was added. The reaction mixture was stirred in room temperature overnight and was then poured into water (40 mL). The precipitate formed was collected by filtration and washed with water (50 mL). The powder obtained was dissolved in EtOAc (50 mL) and washed with brine (50 mL). Organic solution was dried over MgSO4, filtered and concentrated. The crude product was recrystallized in MeOH to give 1,13 g of the titled product as slightly grey powder (76% yield).1H NMR (400 MHz, DMSO-d6) O 12.93 (brs, 1H), 7.73 (5, 1H), 3.84 (5, 3H).

The chemical industry reduces the impact on the environment during synthesis Methyl 3-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; GISING, Johan; LINDSTROM, Stefan; ANTONOV, Dmitry; BRANDT, Peter; BELFRAGE, Anna Karin; BREM, Juergen; SCHOFIELD, Christopher J.; (161 pag.)WO2018/215800; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 29823-21-0, name is Ethyl 8-Bromooctanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 29823-21-0

A mixture of ethyl 8-bromooctanoate (5g, 19.9mmol) and sodium iodide (2.98g, 19.9mmol) in Acetone (5OmL) was heated at 60C under nitrogen for 18h. The reaction mixture was then concentrated under vacuum. Purification by silica gel column chromatography, using EtOAc/Hexane (1:90) as eluant, provided ethyl 8- iodooctanoate as a colourless liquid (5.5g, 93.2 %).LCMS (ES): Found 299.2 [MH]+.

The synthetic route of 29823-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; TOMASSI, Cyrille Davy; CECIL, Alexander Richard Liam; MACCORMICK, Somhairle; NODES, William John; SILVA, Franck Alexandre; WO2014/72714; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics