63485-50-7 Archives - Esters-buliding-blocks

September 15, 2021 News New learning discoveries about 63485-50-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 63485-50-7, its application will become more common.

Some common heterocyclic compound, 63485-50-7, name is cis-Methyl 3-hydroxycyclobutanecarboxylate, molecular formula is C6H10O3, 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. Recommanded Product: 63485-50-7

Triphenylphosphine (0.948 g, 3.61 mmol) was added to a solution of 4-methyl-/V- (quinolin-8-yl)benzenesulfonamide (Intermediate 88A) (1 .08 g, 3.61 mmol) in tetrahydrofuran (30 ml_). The reaction mixture was cooled to 0 C, and methyl 3- hydroxycyclobutanecarboxylate (0.35 ml_, 3.0 mmol) was added, followed by DIAD (0.70 ml_, 3.6 mmol). The reaction mixture was then warmed to room temperature, stirred overnight, and diluted with water and EtOAc. The mixture was partitioned, and the aqueous layer was extracted with EtOAc. The organics were washed with water, dried over sodium sulfate, filtered, and concentrated. The residue was purified on silica gel eluting with a 0%-100% EtOAc- hexanes gradient to give the title compound (0.691 g, 56%). 1H NMR (400 MHz, CD3SOCD3) delta 1 .79-1 .93 (m, 1 H), 2.04 (dt, J = 8, 4 Hz, 1 H), 2.25-2.36 (m, 1 H), 2.36-2.46 (m, 4 H), 2.66- 2.76 (m, 1 H), 3.60 (s, 3 H), 4.97 (t, J = 8 Hz, 1 H), 7.32 (d, J = 8 Hz, 2 H), 7.49-7.59 (m, 4 H), 7.65 (t, J = 8 Hz, 1 H), 8.06 (dd, J = 8, 1 Hz, 1 H), 8.41 (dd, J = 8, 1 Hz, 1 H), 8.71 (dd, J = 4, 2 Hz, 1 H); LC-MS (LC-ES) M+H = 41 1 .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 63485-50-7, its application will become more common.

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

September 14,2021 News Discovery of 63485-50-7

The synthetic route of 63485-50-7 has been constantly updated, and we look forward to future research findings.

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. 63485-50-7, name is cis-Methyl 3-hydroxycyclobutanecarboxylate, A new synthetic method of this compound is introduced below., name: cis-Methyl 3-hydroxycyclobutanecarboxylate

cis-3-hydroxycyclobutylcarboxylic acid methyl ester (2730 g, 21.0 mol, 1.0 eq) prepared in Example 1 was dissolved in tetrahydrofuran (30 L) and cooled to -10 C.p-Nitrobenzoic acid (4178 g, 25.0 mol, 1.2 eq.), diethyl azodicarboxylate (4354 g, 25.0 mol, 1.2 eq.), triphenylphosphine (6557 g, 25.0 mol, 1.2 eq.).It was then stirred at room temperature for 16 h under nitrogen.The reaction was complete by TLC, the tetrahydrofuran was removed, and methyl t-butyl ether (20 L) was added and stirred for 0.5-1 h.Filter and filter cake was washed twice with methyl tert-butyl ether.All filtrates were collected and the filtrate was washed with saturated aqueous sodium bicarbonate.Dispense, dry and concentrate.The crude product was then beaten with a mixed solvent of ethyl acetate/petroleum ether, filtered and concentrated to give a pale yellow powder.Trans-III compound trans-p-nitrobenzoic acid (3-methoxycarbonylcyclobutyl) ester (4468 g, 16.0 mol), yield 76%, purity 95%.

The synthetic route of 63485-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Bide Pharmaceutical Technology Co., Ltd.; Xiong Shichuan; Mi Taoran; Fan Jianjian; Zhang Ruihao; (9 pag.)CN108129288; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

9/10/2021 News Introduction of a new synthetic route about 63485-50-7

The synthetic route of 63485-50-7 has been constantly updated, and we look forward to future research findings.

63485-50-7, name is cis-Methyl 3-hydroxycyclobutanecarboxylate, 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. Safety of cis-Methyl 3-hydroxycyclobutanecarboxylate

Triphenylphosphine (484 mg, 1 .85 mmol) was added to a solution of 2,5-difluorophenol (0.2 g, 1 .537 mmol) in tetrahydrofuran (1 .7 mL). The reaction mixture was cooled to 0 C, and (c/s)-methyl 3-hydroxycyclobutanecarboxylate (240 mg, 1 .85 mmol) was added, followed by DIAD (0.35 mL, 1 .8 mmol). After 10 min, the reaction mixture was warmed to room temperature, stirred for 3 days, and diluted with water and EtOAc. The mixture was partitioned, and the aqueous layer was extracted with EtOAc. The organic layer was washed with water, dried over sodium sulfate, filtered, and concentrated. The residue was purified on silica gel eluting with a 10%-60% EtOAc-heptane gradient to give the title compound (236 mg, 63%). 1H NMR (400 MHz, CDCI3) delta 2.48-2.59 (m, 2 H), 2.76 (ddd, J = 14, 7, 4 Hz, 2 H), 3.16-3.26 (m, 1 H), 3.75 (s, 3 H), 4.90 (quin, J = 7 Hz, 1 H), 6.49-6.63 (m, 2 H), 7.02 (ddd, J = 10, 9, 5 Hz, 1 H); LC-MS (LC-ES) M+H = 243.

The synthetic route of 63485-50-7 has been constantly updated, and we look forward to future research findings.

Brief introduction of C6H10O3

Statistics shows that cis-Methyl 3-hydroxycyclobutanecarboxylate is playing an increasingly important role. we look forward to future research findings about 63485-50-7.

Related Products of 63485-50-7, These common heterocyclic compound, 63485-50-7, name is cis-Methyl 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.

8-0I (Intermediate 126A) (380 mg, 2.23 mmol) in tetrahydrofuran (10 mL). The reaction mixture was cooled to 0 C, and methyl 3-hydroxycyclobutanecarboxylate (0.37 mL, 3.5 mmol) was added, followed by DIAD (0.68 mL, 3.5 mmol). After 10 min, the reaction mixture was warmed to room temperature, stirred for 3 days and diluted with water and EtOAc. The mixture was partitioned, and the aqueous layer was extracted with EtOAc (2X). The organic layer was washed with water, dried over sodium sulfate, filtered, and concentrated. The residue was purified on silica gel eluting with a 0%-1 00% EtOAc-hexanes gradient to give a mixture of cis and trans isomers which were separated on an IC 30 X 250 mm column eluting with 50% EtOH in hexanes to give the title compound (137 mg, 21 %). 1H NMR (400 MHz, CD3SOCD3) delta 2.48- 2.59 (m, 2 H), 2.82 (ddd, J = 14, 7, 5 Hz, 2 H), 3.22-3.32 (m, 1 H), 3.31 (s, 3 H), 5.07 (t, J = 7 Hz, 1 H), 6.91 (dd, J = 1 1 , 3 Hz, 1 H), 7.31 (dd, J = 9, 3 Hz, 1 H), 7.59 (dd, J = 8, 4 Hz, 1 H), 8.30 (dd, J = 8, 2 Hz, 1 H), 8.83 (dd, J = 4, 2 Hz, 1 H); LC-MS (LC-ES) M+H = 276.

Statistics shows that cis-Methyl 3-hydroxycyclobutanecarboxylate is playing an increasingly important role. we look forward to future research findings about 63485-50-7.

Brief introduction of C6H10O3

Step 1: methyl (trans-3-(l,3-dioxo-2,3-dihydro-lH-isoindol-2-yI)cyclobutane-l- carboxylate : into a 250-mL round-bottom flask, under nitrogen, was placed a solution of methyl 3-cis-hydroxycyclobutane-l -carboxylate (8 g, 61.47 mmol, 1.00 equiv), 2,3-dihydro- l H-isoindole-l ,3-dione (18.1 g, 123.02 mmol, 2.00 equiv) and triphenylphosphine (32.3 g, 123.15 mmol, 2.00 equiv) in THF (100 mL). This was followed by the addition of D1AD (24.9 g, 123.14 mmol, 2.00 equiv) dropwise with stirring at 0 C. The resulting solution was stirred for 2.5 hours at room temperature. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 :5). The crude product was re-crystallized from petroleum ether/ethyl acetate in the ratio of 10: 1. This resulted in 7.2 g (45%) of methyl trans-3-(l ,3-dioxo-2,3-dihydro-lH-isoindol-2- yl)cyclobutane-l -carboxylate as a white solid. LC-MS (ES, m/z): [M+l ]+ = 260. -NMR (400MHz, CDC13): delta 7.85-7.82 (m, 2H), 7.74-7.71 (m, 2H), 5.08-5.04 (m, 1 H), 3.75 (s, 3H), 3.34-3.32 (m, 1 H), 3.20-3.12 (m, 2H), 2.66-2.60 (m, 2H).

The synthetic route of 63485-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (96 pag.)WO2016/105468; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

New downstream synthetic route of 63485-50-7

Reference of 63485-50-7, 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. 63485-50-7, name is cis-Methyl 3-hydroxycyclobutanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Triphenylphosphine (830 mg, 3.16 mmol) was added to a solution of 4-fluoro-2- methoxyphenol (0.300 mL, 2.63 mmol) in tetrahydrofuran (2 mL). The reaction mixture was cooled to 0 C, and (c/s)-methyl 3-hydroxycyclobutanecarboxylate (0.34 mL, 3.2 mmol) was added, followed by DIAD (0.61 mL, 3.2 mmol). After 10 min, the reaction mixture was warmed to room temperature, stirred for 12 h and diluted with water and EtOAc. The mixture was partitioned, and the aqueous layer was extracted with EtOAc (2X). The organic layer was washed with water, dried over sodium sulfate, filtered, and concentrated. The residue was purified on silica gel eluting with a 0%-50% EtOAc-hexanes gradient to give the title compound (666 mg, 100%). 1H NMR (400 MHz, CD3SOCD3) delta 2.24-2.40 (m, 2 H), 2.58 (ddd, J = 13, 7, 4 Hz, 2 H), 3.09-3.18 (m, 1 H), 3.62 (s, 3 H), 3.72 (s, 3 H), 4.71 (t, J = 7 Hz, 1 H), 6.56-6.66 (m, 1 H), 6.67-6.77 (m, 1 H), 6.88 (d, J = 3 Hz, 1 H); LC-MS (LC-ES) M+H = 255.

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, cis-Methyl 3-hydroxycyclobutanecarboxylate, other downstream synthetic routes, hurry up and to see.

New learning discoveries about C6H10O3

Synthetic Route of 63485-50-7, 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. 63485-50-7, name is cis-Methyl 3-hydroxycyclobutanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Triphenylphosphine-PS (3.27 g, 12.5 mmol) was added to a solution of 2- (difluoromethoxy)-5-fluorophenol (Intermediate 2D) (1 .85 g, 10.4 mmol) in tetrahydrofuran (10 mL). The reaction mixture was cooled to 0 C, and (c/s)-methyl 3- hydroxycyclobutanecarboxylate (1 .33 mL, 12.5 mmol) was added, followed by DIAD (2.4 mL, 13 mmol). The reaction mixture was then warmed to room temperature, stirred for 12 h, filtered, and concentrated. The remaining material was purified on silica gel eluting with a 0%-70% EtOAc-hexanes gradient. The appropriate fractions were combined, evaporated under reduced pressure and placed in vacuo to give the title compound (1 .79 g, 58%). 1H NMR (400 MHz, CD3SOCD3) delta 2.27-2.45 (m, 2 H), 2.57-2.79 (m, 2 H), 3.13-3.27 (m, 1 H), 3.32 (s, 3 H), 4.90 (dd, J = 7, 6 Hz, 1 H), 6.66-6.95 (m, 2 H), 7.03 (s, 1 H), 7.1 1 – 7.34 (m, 1 H); LC-MS (LC-ES) peak at T = 0.86 min.

The chemical industry reduces the impact on the environment during synthesis cis-Methyl 3-hydroxycyclobutanecarboxylate. I believe this compound will play a more active role in future production and life.

New learning discoveries about cis-Methyl 3-hydroxycyclobutanecarboxylate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 63485-50-7, its application will become more common.

Introduction of a new synthetic route about cis-Methyl 3-hydroxycyclobutanecarboxylate

The synthetic route of 63485-50-7 has been constantly updated, and we look forward to future research findings.

New learning discoveries about 63485-50-7

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.

Triphenylphosphine (538 mg, 2.05 mmol) was added to a solution of quinazolin-8-ol (250 mg, 1 .71 mmol) in tetrahydrofuran (10 mL). The reaction mixture was cooled to 0 C, and (c/s)-methyl 3-hydroxycyclobutanecarboxylate (245 mg, 1 .88 mmol) was added, followed by DIAD (0.40 mL, 2.1 mmol). After 10 min, the reaction mixture was warmed to room temperature, stirred for 2 days and diluted with water and EtOAc. The mixture was partitioned, and the aqueous layer was extracted with EtOAc (2X). The organic layer was washed with water, dried over sodium sulfate, filtered, and concentrated. The residue was purified on silica gel eluting with a 0%-100% EtOAc: EtOH (3:1 ) in hexanes gradient to give the title compound (178 mg, 40%) as a light brown oil. 1H NMR (400 MHz, CDCI3) delta 2.65-2.75 (m, 2 H), 2.80-2.90 (m, 2 H), 3.20-3.28 (m, 1 H), 3.74 (s, 3 H), 5.10-5.15 (m, 1 H), 7.04-7.08 (m, 1 H), 7.47-7.57 (m, 2 H), 9.35-9.37 (m, 2 H); LC-MS (LC-ES) M-H = 258.