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. 63485-50-7, name is cis-Methyl 3-hydroxycyclobutanecarboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 63485-50-7
Step 1: methyl (trans-3-(l,3-dioxo-2,3-dihydro-lH-isoindol-2-yI)cyclobutane-l- carboxylate : into a 250-mL round-bottom flask, under nitrogen, was placed a solution of methyl 3-cis-hydroxycyclobutane-l -carboxylate (8 g, 61.47 mmol, 1.00 equiv), 2,3-dihydro- l H-isoindole-l ,3-dione (18.1 g, 123.02 mmol, 2.00 equiv) and triphenylphosphine (32.3 g, 123.15 mmol, 2.00 equiv) in THF (100 mL). This was followed by the addition of D1AD (24.9 g, 123.14 mmol, 2.00 equiv) dropwise with stirring at 0 C. The resulting solution was stirred for 2.5 hours at room temperature. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 :5). The crude product was re-crystallized from petroleum ether/ethyl acetate in the ratio of 10: 1. This resulted in 7.2 g (45%) of methyl trans-3-(l ,3-dioxo-2,3-dihydro-lH-isoindol-2- yl)cyclobutane-l -carboxylate as a white solid. LC-MS (ES, m/z): [M+l ]+ = 260. -NMR (400MHz, CDC13): delta 7.85-7.82 (m, 2H), 7.74-7.71 (m, 2H), 5.08-5.04 (m, 1 H), 3.75 (s, 3H), 3.34-3.32 (m, 1 H), 3.20-3.12 (m, 2H), 2.66-2.60 (m, 2H).
The synthetic route of 63485-50-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (96 pag.)WO2016/105468; (2016); A1;,
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