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.
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;,
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