Category: 4934-99-0

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. 4934-99-0, name is Methyl 3-hydroxycyclobutanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 4934-99-0

To a solution of methyl 3-hydroxycyclobutanecarboxylate (1.2 g, 9.0 mmol) in DMF (20 mL) was added sodium hydride (60%> wt in mineral oil) (1.8 g, 45 mmol) at RT. The mixture was stirred for 1 h and then 2, 5-difluoro-3-(tetrahydro-pyran-4-yl)-pyridine (1.8 g, 9.0 mmol) was added. The reaction mixture was heated to 60 C for 3 h and then quenched with saturated NH4C1. The solution was diluted with EtOAc and water and extracted with EtOAc (2xl0mL). The organic extracts were combined, washed with brine (lOmL), dried over MgS04, filtered, and concentrated to get a residue, which was purified by flash column chromatography on silica gel (5% to 30%> EtOAc in hexanes) to give the product (3.2 g) as yellow oil.

According to the analysis of related databases, 4934-99-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 4934-99-0, A common heterocyclic compound, 4934-99-0, name is Methyl 3-hydroxycyclobutanecarboxylate, molecular formula is C6H10O3, 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.

Under N2 atmosphere, a solution of methyl 3-hydroxycyclobutanecarboxylate (7 g, 53.8mmol) in DCM (200 mL) was cooled to -78 oc and DAST (35 mL, 265 mmol, 1.22 g/mL) wasadded. The mixture was stirred at -78 C for 1 h, and the reaction was allowed to warm tort andstirred overnight. The reaction mixture was quenched with H20 (50 mL) at 0 C, and extractedwith DCM (200 mL x 3). The combined organic layers were dried over anhydrous Na2S04, andthen concentrated in vacuo to give the title compound as brown oil (7 g, yield 98.5%). 1HNMR (400 MHz, CDCh) 8 (ppm): 3.70 (s, 3H), 3.58 (q, J= 7.2 Hz, 1H), 3.15-3.10 (m, 1H),2.85-2.76 (m, 1H), 2.54-2.41 (m, 3H);19F NMR (376 MHz, CDCh) 8 (ppm): -151.8.

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; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; DAI, Weilong; XI, Ning; LI, Minxiong; ZHANG, Tao; LI, Xiaobo; HU, Haiyang; CHEN, Wuhong; WANG, Tingjin; LIU, Jun; (188 pag.)WO2017/48675; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 4934-99-0, These common heterocyclic compound, 4934-99-0, name is 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.

To a solution of methyl 3- hydroxycyclobutanecarboxylate (2 g, 15.37 mmol), 5-methyl-4-nitro-lH-pyrazole (1 .95 g, 15.37 mmol) and PPh3 (6.05 g, 23.06 mmol) in THF (30 mL) was added dropwise DIAD (4.66 g, 23.06 mmol, 4.48 mL) at 0 C and degassed and purged with N2 for 3 times, and then the mixture was stirred at 25 C for 16 h under N2. The reaction mixture was concentrated under reduced pressure to remove THF. The residue was washed with PE:EtOAc (1 : 1, 30 mL), filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (SiO?., PE:EtOAc =: 10: 1 to 5: 1) to give the mixture of trans-methyl 3-(5-methyi-4-nitro-pyrazol-l-yl)cyc3obutanecarboxylate and trans- methyl 3-(3-methy3-4~nitro-pyrazol~l -yl)cyclobutanecarboxylate as a white solid. LCMS: RT 0.729 min, m/z = 240,2 [M + H]+ To a solution of methyl 3-(5-methyi-4-nitro-py razol-l- yl)cyclobutanecarboxylate and methyl 3-(3-methyl-4-nitro-pyrazo3-l~yl)cyclobutanecarboxylate (1.7 g, 7.1 mmol, mixture) in MeOH (20 mL) was added NaBH4 (672 mg, 17.77 mmol) at 0 C. The mixture was stirred at 25 C for 2 h. The reaction mixture was quenched by addition of aq. NH4C1 (20 mL) at 0 C, and extracted with EtOAc (3 * 10 mL), washed with brine (5 mL), dried over Na SCX-i, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (SiO?., PE:EtOAc = 5: 1 to 1 : 1) to give the mixture of trans- [3~(5-methyl-4-nitro~pyrazol-l~yl)cyclobutyl]methanol and fr n.v-[3-(3-methyl-4-nitro-pyrazol-l -yl)cyclobutyl]methanol as a yellow solid. LCMS: RT 0.645 min, m/z == 212.2 [M + H]+.

The synthetic route of 4934-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics