Reference of 63485-50-7, 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. 63485-50-7, name is cis-Methyl 3-hydroxycyclobutanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Triphenylphosphine (830 mg, 3.16 mmol) was added to a solution of 4-fluoro-2- methoxyphenol (0.300 mL, 2.63 mmol) in tetrahydrofuran (2 mL). The reaction mixture was cooled to 0 C, and (c/s)-methyl 3-hydroxycyclobutanecarboxylate (0.34 mL, 3.2 mmol) was added, followed by DIAD (0.61 mL, 3.2 mmol). After 10 min, the reaction mixture was warmed to room temperature, stirred for 12 h and diluted with water and EtOAc. The mixture was partitioned, and the aqueous layer was extracted with EtOAc (2X). The organic layer was washed with water, dried over sodium sulfate, filtered, and concentrated. The residue was purified on silica gel eluting with a 0%-50% EtOAc-hexanes gradient to give the title compound (666 mg, 100%). 1H NMR (400 MHz, CD3SOCD3) delta 2.24-2.40 (m, 2 H), 2.58 (ddd, J = 13, 7, 4 Hz, 2 H), 3.09-3.18 (m, 1 H), 3.62 (s, 3 H), 3.72 (s, 3 H), 4.71 (t, J = 7 Hz, 1 H), 6.56-6.66 (m, 1 H), 6.67-6.77 (m, 1 H), 6.88 (d, J = 3 Hz, 1 H); LC-MS (LC-ES) M+H = 255.
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, cis-Methyl 3-hydroxycyclobutanecarboxylate, other downstream synthetic routes, hurry up and to see.
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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