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. 289042-12-2, name is tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, the common compound, a new synthetic route is introduced below. Safety of tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate
A solution of the compound of formula (39) (7.0 g, 12.1 MMOL) and CAMPHOR-1 0-SULFONIC ACID (2.4 g, 10.4 MMOL) in acetonitrile (50 ml) and water (5 ml) is stirred at room temperature for 30 minutes. It is then diluted with ether and washed successively with saturated sodium hydrogen carbonate solution and brine. The organic phase is dried (using NA2SO4). The salt mixture is filtered off and the filtrate obtained is concentrated by evaporation. The concentrated crude product is dissolved in ethyl acetate and made to crystallise by adding hexane. In that manner, 1.6 G (57 %) of the desired product (41) can be obtained in the form of colourless crystals. ‘H NMR (300 MHz, DMSO-DE) : 1.22 (d, J = 6.7 Hz, 6H); 1.32-1. 44 (m, 1H) ; 1. 38 (s, 9H); 1.49-1. 59 (m, 1H); 2.20 (dd, J = 15.0, 7.9 Hz, 1H); 2.28 (DD, J = 15.0, 5.3 Hz, 1H); 3.39-3. 47 (m, 1H) ; 3.44 (s, 3H); 3.53 (s, 3H); 3.74-3. 85 (M, 1H) ; 4.14-4. 22 (m, 1H) ; 4.64 (d, J = 5.3 Hz, 1H) ; 4.89 (d, J = 4.7 Hz, 1H) ; 5.51 (dd, J = 16.1, 5.6 Hz, 1H) ; 6.51 (dd, J = 16. 1,1. 2 Hz, 1H) ; 7.25 (dd, J = 8.8, 8.8 Hz, 2H); 7.70 (dd, J = 9.1, 5.6 Hz, 2H). 13C NMR (75 MHz, DMSO-DB) : 22.4, 28.6, 32.1, 34.0, 42.4, 44.4, 44.9, 65.9, 69.2, 80. 2, 115.7 (JCF = 21.7 Hz), 122.1, 122.4, 132.8 (JCF = 8.7 Hz), 135.1 (JCF = 3.2 Hz), 141.9, 157.4, 163.2 (JCF = 249 Hz), 163.4, 171.1, 174.9. HPLC: CHIRALCEL OD (0.46×25 cm), hexane: EtOH 95: 5,1 ml/min, TR = 19.2 min, S 98 % ee.
The synthetic route of 289042-12-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2004/103977; (2004); A2;,
Pyrimidine | C4H4N2 – PubChem,
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