Category: 17205-02-6

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. 17205-02-6, name is Ethyl 3-hydroxycyclobutanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 17205-02-6

3-hydroxy-cyclobutane-carboxylic acid ethyl (800 mg)In tetrahydrofuran (25mL) solution,Synthesized in Reference Example 2-53 (1) 2-chloro-4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenol (4.24 g),Triphenylphosphine (5.68g),Toluene solution of diethyl azodicarboxylate (2.2M, 9.84mL) was added,It was stirred at room temperature for 13 hours. The temperature was raised to 60 , and the mixture was stirred for 7 hours at the same temperature.The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane: ethyl acetate = 100: 0 ? 70: 30) in the purified twice, to give the title compound (2.22g) as a colorless solid .

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 17205-02-6.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; NISSAN CHEMICAL INDUSTRIES LIMITED; KURODA, SHOICHI; USHIKI, YASUNOBU; KAWAGUCHI, TAKANORI; FUSEGI, KEIKO; BOHNO, MASAHIRO; IMAI, YUDAI; UNEUCHI, FUMITO; IWAKIRI, KANAKO; TANAKA, HIROAKI; BOHNO, AYAKO; CHONAN, TOMOMICHI; ITOH, SHIN; OTA, HIROFUMI; ISHIYAMA, SEISHI; OKADA, TAKUYA; SASAKO, SHIGETADA; MONMA, SOUICHI; NIWA, MARIE; OKADA, TAKUMI; (289 pag.)JP2015/231988; (2015); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 17205-02-6 as follows. Product Details of 17205-02-6

To a diethyl ether solution (30 mL) containing methyl magnesium bromide (7.63 mL of a 3.0 M diethyl ether solution) was added a diethyl ether solution (5 mL) containing ethyl 3- hydroxycyclobutane carboxylate (2.05 g, 6.94 mmol), dropwise. After 2 h the reaction was carefully quenched with 3 M aqueous HCI. MgS04 was added until the evolution of gas stopped. The solution was filtered, and the solvent removed in vacuo yielding a viscous oil which was purified by silica gel chromatography (50%-100% EtOAc in hexanes) to give the title compound (419 mg, 46%). 1H NMR (CDCb) delta 1 .13 (s, 6 H), 1 .74-1 .86 (m, 4 H), 2.23-2.39 (m, 2 H), 2.66 (br s, 1 H), 4.03-4.09 (m, 1 H).

According to the analysis of related databases, 17205-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 17205-02-6, name is Ethyl 3-hydroxycyclobutanecarboxylate, 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 17205-02-6, Quality Control of Ethyl 3-hydroxycyclobutanecarboxylate

To a diethyl ether solution (30 mL) containing methyl magnesium bromide (7.63 mL of a 3.0 M diethyl ether solution) was added a diethyl ether solution (5 mL) containing ethyl 3- hydroxycyclobutane carboxylate (2.05 g, 6.94 mmol), dropwise. After two hours, the reaction was carefully quenched with 3 M aqueous hydrochloric acid. Magnesium sulfate was added until the evolution of gas stopped. The solution was filtered, and the solvent removed in vacuo yielding a viscous oil which was purified by silica gel chromatography, eluting with ethyl acetate:hexanes (1 :1 to 1 :0) to give 3-(2-hydroxypropan-2-yl)cyclobutanol (419 mg, 3.22 mmol, 46%). 1H NMR (CDCI3) delta 1 .13 (s, 6 H), 1 .74-1 .86 (m, 4 H), 2.23-2.39 (m, 2 H), 2.66 (br s, 1 H), 4.03-4.09 (m, 1 H).

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, Dave Norman; SHEARER, Barry George; YOUNGMAN, Mark Andrew; (214 pag.)WO2018/229629; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 17205-02-6,Some common heterocyclic compound, 17205-02-6, name is Ethyl 3-hydroxycyclobutanecarboxylate, molecular formula is C7H12O3, 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.

Ethyl 3-hydroxycyclobutane-1-carboxylate (4 g, 27.4 mmol, 1.0 equiv) was dissolved in N,N-dimethylformamide and cooled to 0 C. NaH (60 %) (1.66 g, 41.6 mmol, 1.5 equiv) was added portion wise and the reaction mixture was stirred at 0 C for 24 hours.1-(chloromethyl)-4-methoxybenzene (5.24 g, 33.3 mmol, 1.2 equiv) was added and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (0-30 % EtOAc in Hexane) to afford product 3.1.19a (4.82 g, 65.8 % yield). LCMS (mlz): 265.5 [M+H]. 1H NMR (400 MHz, DMSO) 6 7.27 – 7.21 (m, 2H), 6.94 – 6.84 (m, 2H), 4.29 (s, 2H), 4.12-3.99(m, 2H), 3.99-3.83(m, 1H), 3.74(s, 3H), 2.66 (tt, J= 9.7, 8.0 Hz, 1H), 2.44-2.32 (m, 2H), 2.22-1.96 (m, 2H), 1.21-1.14 (m, 3H).

The synthetic route of 17205-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 17205-02-6,Some common heterocyclic compound, 17205-02-6, name is Ethyl 3-hydroxycyclobutanecarboxylate, molecular formula is C7H12O3, 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 a solution of ethyl 3-hydroxycyclobutanecarboxylate (10.2 g, 78.4 mmol) in dry pyridine (56.5 mL) at 0 C., TsCl (14.9 g, 78.4 mml) was added portion-wise. The resulting mixture was stirred at rt overnight. The reaction mixture was concentrated in vacuo and the residue obtained was dissolved in EtOAc (100 mL) and sequentially washed with 2 N HCl (100 mL), saturated NaHCO3 (100 mL) and water (100 mL). The organic layer was dried over Na2SO4, filtered, and concentrated to obtain ethyl 3-(tosyloxy)cyclobutanecarboxylate as a pale yellow oil, which was used in the next step without further purification.

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-hydroxycyclobutanecarboxylate, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica, NV; Player, Mark R.; Meegalla, Sanath K.; Illig, Carl R.; Chen, Jinsheng; Wilson, Kenneth J.; Lee, Yu-Kai; Parks, Daniel J.; Cheung, Wing S.; Huang, Hui; Patch, Raymond J.; US2014/364413; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 17205-02-6 as follows. HPLC of Formula: C7H12O3

3-hydroxy-cyclobutane-carboxylic acid ethyl (800 mg)In tetrahydrofuran (25mL) solution,Reference Example 2-53 (1) synthesized in 2-chloro-4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenol (4.24 g),Triphenylphosphine (5.68g),Toluene solution of diethyl azodicarboxylate (2.2M, 9.84mL) was added,It was stirred at room temperature for 13 hours. The temperature was raised to 60 , and the mixture was stirred for 7 hours at the same temperature.The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane: ethyl acetate = 100: 0 ? 70: 30) in the purified twice, to give the title compound (3.63g) as a colorless solid .

According to the analysis of related databases, 17205-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; NISSAN CHEMICAL INDUSTRIES LIMITED; KURODA, SHOICHI; USHIKI, YASUNOBU; KAWAGUCHI, TAKANORI; FUSEGI, KEIKO; BOHNO, MASAHIRO; IMAI, YUDAI; UNEUCHI, FUMITO; IWAKIRI, KANAKO; TANAKA, HIROAKI; BOHNO, AYAKO; CHONAN, TOMOMICHI; ITOH, SHIN; OTA, HIROFUMI; ISHIYAMA, SEISHI; OKADA, TAKUYA; SASAKO, SHIGETADA; MONMA, SOUICHI; NIWA, MARIE; OKADA, TAKUMI; (289 pag.)JP2015/231988; (2015); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 17205-02-6, 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. 17205-02-6 name is Ethyl 3-hydroxycyclobutanecarboxylate, 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.

[0729] To a solution of ethyl 3-hydroxycyclobutanecarboxylate (10.2 g, 78.4 mmol) in dry pyridine (56.5 mL) at ooC., TsCI (14.9 g, 78.4 mmol) was added portionwise. Theresulting mixture was stirred at rt overnight. The reactionmixture was concentrated under reduced pressure and theresidue obtained was dissolved in EtOAc (100 mL) andsequentially washed with 2 N HCI (100 mL), saturatedNaHC03 (100mL)andwater(100mL). TheEtOAclayerwasdried over Na2S04 , filtered, and concentrated to obtain ethyl3-(tosyloxy)cyclobutanecarboxylate as a pale yellow oil,which was used in the next step without further purification.[0730] To a solution ethyl 3-(tosyloxy)cyclobutanecarboxylate (6.0 g, 20 mmol, as prepared above) in anhydrousMEK(20mL), Nal (7.5 g, 50mmol)was added. Theresultingmixture was heated at 120 C. for 4 h in a microwave reactor.The reaction mixture was concentrated and water (50 mL)was added. The resultant mixture was extracted with ether(100mL) and washed with 10% Na2 S 20 3 (50mL) and water(50 mL). The ether layer was separated, dried over Na2S04 ,filtered, and concentrated. The residue was distilled underreduced pressure to obtainthe title compound 43a as a cis andtrans mixture. 1 H-NMR (400 MHz, CDCI 3 ) o (ppm): 4.66(quin, 1=7.2 Hz, lH), 4.30-4.48 (m, 2H), 4.02-4.24 (m, 6H),3.30-3.49 (m, lH), 3.03-3.21 (m, 2H), 2.64-3.02 (m, 12H),1.18-1.34 (m, 9H).

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

Reference:
Patent; JANSSEN PHARMACEUTICA, NV; Player, Mark R.; Meegalla, Sanath K.; Illig, Carl R.; Chen, Jinsheng; Wilson, Kenneth J.; Lee, Yu-Kai; Parks, Daniel J.; Huang, Hui; Patel, Sharmila; Lu, Tianbao; US2014/364414; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 17205-02-6, name is Ethyl 3-hydroxycyclobutanecarboxylate, 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 C7H12O3

Description 52Ethyl 3-(tosyloxy)cyclobutanecarboxylate (D52)TsOTo a solution of ethyl 3-hydroxycyclobutanecarboxylate (800 mg) in DCM (40 mL) was added TsC1 (1.14 g) and pyridine (0.898 mL) at RT. The mixture was then stirred at RT overnight. The mixture was washed with water (2×20 mL). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum to leave the crude as yellow oil, which was purified byflash chromatography (silica gel, petroleum ether/EtOAc = 20:1) to afford the title compound (600mg) as colorless oil. MS (ESI): C14H1805S requires 298; found 299 [M+H].

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

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; LIN, Xichen; WO2015/180612; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics