Electric Literature of 35180-01-9, These common heterocyclic compound, 35180-01-9, name is Chloromethyl isopropyl carbonate, 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 stirred solution of 5-((4′-isopropyl-[l,r-biphenyl]-4-yl)oxy)-l-(4-methoxy benzyl)-lH-l, 2, 3-tri azole-4- carboxylic acid 23 (330 mg, 0.744 mmol) in DMA (3.0 mL) was added potassium carbonate (77 mg, 0.558 mmol), stirred at rt for 30 min. To the resultant suspension was added neat chloromethyl isopropyl carbonate (170 mg, 1.12 mmol), heated for 6 h at 50 C until clear solution, cooled to rt, acidified with aq. 10% citric acid, extracted with ethyl acetate (30 mL), washed with brine, dried (Na2S04), and concentrated. The residue was purified on 40 g SiC cartridge using a gradient of ethyl acetate in hexanes (0 to 50%) as eluant to afford the title compound (350 mg, 84.1%) as colorless gum. Rf = 0.19 (20% EtOAc in hexanes). NMR (400 MHz, Chloroform-d) d 7.50 – 7.41 (m, 4H), 7.33 – 7.24 (m, 2H), 7.24 – 7.16 (m, 2H), 6.85 – 6.74 (m, 4H), 5.79 (s, 2H), 5.36 (s, 2H), 4.79 (hept, J = 6.3 Hz, 1H), 3.74 (s, 3H), 2.95 (hept, J = 6.9 Hz, 1H), 1.29 (d, J = 7.0 Hz, 6H), 1.21 (d, J = 6.3 Hz, 6H). MS: ES+ 560.25 (M+l).
The synthetic route of 35180-01-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ORFAN BIOTECH INC.; MAAG, Hans; FERNANDES, Miguel Xavier; ZAMBONI, Robert; AKBARIROMANI, Elham; BEAULIEU, Marc-Andre; LEBLANC, Yves; THAKUR, Pallavi; (157 pag.)WO2020/10309; (2020); A1;,
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