Category: 147118-40-9

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. 147118-40-9, name is Rosuvastatin methyl ester. A new synthetic method of this compound is introduced below., 147118-40-9

7- [4-(4-Fluoro-phenyl)-6-isopropyl-2-(methanesulfonyl-n ethyl-amino)- pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester (500 g) was treated with aqueous sodium hydroxide ( 60 g sodium hydroxide in 2.5 L water ) and stirred the reaction mass at 25-35 ¡ãC for 1-2 hours. After completion of reaction, reaction mass was cooled to ambient temperature and activated carbon (25 g) was added and stirred for 30 minutes. Reaction mixture was filtered through hyflow bed and wash bed with water. Resulting filtrate was washed with methyl tert-butyl ether (4 x 1.5 L). Ethyl acetate (2.5 L) was added to resulting mixture followed by addition of concentrated hydrochloric acid to adjust pH of reaction mixture 1 to 2 at 10-15 ¡ãC and stirred. Layers were separated and aqueous layer was re-extracted with ethyl acetate (1 L). Combined organic layer was washed with brine solution. (+)-l-(l-naphthyl)ethylamine (175 g) diluted with ethyl acetate (250 ml) was added to the resulting organic layer to adjust the pH of reaction mixture to 7- 8. Solvent was distilled off completely from the reaction mixture. Ethyl acetate (2.5 L) was added to resulting residue followed by addition of (+)-l-(l-naphthyl)ethylamine (170 g) diluted with ethyl acetate (250 ml) and stirred for 6-8 hours at ambient temperature. n-Heptane (1.5 L ml) was added to resulting mixture and cooled the mixture at -5 ¡ãC. Resulting reaction mixture was stirred for 1 hour, filtered, washed with n-heptane. Resulting wet product was slurried in acetonitrile (2.5 L), filtered, washed with acetonitrile (250 ml) and dried to give 310 g of title compound having purity 99.74 percent; anti-isomer: 0.2 percent; lactone: not detected; 5-keto acid impurity: not detected by HPLC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-40-9, Rosuvastatin methyl ester, and friends who are interested can also refer to it.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; BHIRUD Shekhar Bhaskar; JAIN Anshul Kumar; SAINI Vinay Kumar; SHARMA Alok; WO2012/176218; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

147118-40-9, 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. 147118-40-9, name is Rosuvastatin methyl ester, molecular formula is C23H30FN3O6S, The 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.

To a solution of methyl (6E)-7-{4-(4-flurophenyl)-6-isopropyl-2-[methyl(methyl sulfonyl)amino]pyrimidin-5-yl}(3R,5S)-3,5-dihydroxyhept-6-enoate (2g, 4.04mmol) in 30ml of acetonitrile, 0.25N solution of NaOH (17.7ml; 4.44mmol) was added over a period of 5 minutes at temperature between 26~29¡ãC with stirring. After stirring for 3-4 hours, 30ml tert-butyl methyl ether was added followed by 10ml of water. The layers were separated and organic layer was extracted with 20ml of water. The combined aqueous layers were concentrated by evaporation under reduced pressure to its half volume. To the concentrated aqueous layer, a 1 M solution of CaCl2.2H2O (2.02ml, 2.02mmol) was added drop wise with stirring at 25-28¡ãC. After stirred for 45 minutes, the precipitate formed was filtered and washed with water to get Rosuvastatin Calcium as a white solid.

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. 147118-40-9, Rosuvastatin methyl ester, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNICHEM LABORATORIES LIMITED; WO2006/106526; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

147118-40-9, 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. 147118-40-9, name is Rosuvastatin methyl ester. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 16 (149 mg, 0.3 mmol) in MeOH (2 mL) at 0 ¡ãC was added NaOH (0.36 mL, 1.0 M, 0.36 mmol), then reacted at 0 ¡ãC for 1 h before being added the solution of CaCl2 (1.5 mL, 0.2 M, 0.3 mmol). The mixture was stirred at 20 ¡ãC for 0.5 h before filtrated the resulting white slurry, washed, and dried in vacuum to afford 1 (133 mg, 89percent) as a white powder; mp 145-149 ¡ãC, lit. 17 mp 145-150 ¡ãC; [a]D14.5 7.3 (c 0.5, CHCl3); 1H NMR (400 MHz, CDCl3) d 1.20 (d, J=6.0 Hz, 6H), 1.28-1.36 (m, 1H), 1.47-1.54 (m, 1H), 1.97-2.03 (m, 1H), 2.12-2.16 (m, 1H), 3.36-3.43 (m, 1H), 3.43 (s,3H), 3.54 (s, 3H), 3.76 (m, 1H), 4.20 (m, 1H), 5.52 (dd, J=5.6, 16.0 Hz, 1H), 6.50 (d, J=16.0 Hz, 1H), 7.27 (t, J=8.4 Hz, 2H), 7.70 (dd, J=6.0,8.0 Hz, 2H); MS (ESI): m/z 482 (acid, MH), 504 (acid, MNa); IR (KBr): 3376, 2973, 2931, 2875, 1604, 1548, 1442, 1073, 968, 844, 776 cm-1.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 147118-40-9, Rosuvastatin methyl ester.

Reference:
Article; Chen, Xiaofei; Xiong, Fangjun; Zheng, Chen; Li, Jie; Chen, Fener; Tetrahedron; vol. 70; 35; (2014); p. 5794 – 5799;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

147118-40-9, 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 147118-40-9 as follows.

Chromatographic column:LiChrospher 100 DIOL 10 mum 250 x 20mm Mobile phase A:diisopropyl ether (DIPE) Mobile phase B:1,5percent isopropanol, 98,5percent DIPE Flow rate:60 ml/min Detection:UV, 345 nm Injection volume:60 ml 1,5 g of the crude sample (assay 70percent) is dissolved in 60 ml of diisopropylether. The obtained solution is loaded on a chromatographic column, previously conditioned with mobile phase A. After the sample load the chromatographic column is eluted with mobile phase B. A central portion (ca 100 ml) of main peak is collected. The obtained fraction is pure MER, with ca 99,8 percent chromatographic purity, and ca 6-7percent of enantiomer, as shown on Fig.3

The chemical industry reduces the impact on the environment during synthesis 147118-40-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; LEK Pharmaceuticals d.d.; EP2022784; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The common heterocyclic compound, 147118-40-9, name is Rosuvastatin methyl ester, molecular formula is C23H30FN3O6S, 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. 147118-40-9

Example 3 Methyl (E)-(6-[2-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl-(methylsulfonyl)ainino]- rhoyrimidin-5-yl]vmyl](4i?,65)-2,2-dimethyl-[l,3]dioxan-4-yl)-acetate IX; Methyl ester IX (1.07 g) was dissolved in acetone (5.5 ml) and dimethoxypropane (5.5 ml). P- toluenesulfonic acid (0.1 g) was then added, and the mixture was stirred at room temperature for 1.5 hours. Then, alkalization with triethylamine (0.12 ml) was carried out, and the solution was evaporated. After adding ethyl acetate (60 ml), the mixture was shaken with water (2 x 8 ml). The organic layer was dried with Na2SO4 and evaporated. The crude product was crystallized from isopropyl alcohol. 0.88 g of white crystals of acetonide IX was obtained, which were recrystallized from isopropyl alcohol.1H NMR (CDCl3) delta: 7.62 (m, 2H); 7.08 (m, 2H); 6.52 (dd, IH, //=16.21, /2=1.30); 5.45 (dd, IH, //=16.23, J2=5.36); 4.45 (m, IH); 4.35 (m, IH); 3.70 (s, 3H); 3.56 (s, 3H); 3.51 (s, 3H); 3.37 (sept, IH, /=6.68); 2.56 (dd, IH, //=15.68, J2=6.71); 2.38 (dd, IH, //=15.69, /2=6.39); 1.49 (s, 3H); 1.40 (s, 3H); 1.68 (m, IH); 1.27 (d, 3H, J=6.69); 1.23 (d, 3H, J=6.66).

The synthetic route of 147118-40-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZENTIVA, a.s.; WO2007/121; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia