3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C9H16O3
Step A: ethyl 4-iodocyclohexanecarboxylateTo a solution of ethyl 4-hydroxycyclohexane carboxylate (10.0 g, 58.1 mmol) inCH2C12 (200 mL) at 0 C was added imidazole (1 1.86 g, 174.0 mmol), triphenylphosphine (25.9 g, 99.0 mmol), and followed by iodine (25.05 g, 99.0 mmol) several portions over a period of 45 min. The resulting suspension was gradually allowed to warm up to rt. After stirring at rt over night, the mixture was partitioned between Et20 (200 mL) and water (200 mL). The organic layer was washed with saturated Na2S203 ( 100 mL) and brine (3×1 OOmL), dried over MgS04, and concentrated. The residue was purified by flash chromatography (Biotage 40+M) using 10- 20% EtOAc hexane gradient, affording the title compound: .H NMR (500 MHz, CDC13) delta 5.70 (m, IH), 4.20-4.10 (m, 2H), 2.58 (m, IH), 2.48-1.60 (m, 8H), 1.28 (mf 3H).
The synthetic route of 3618-04-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; NARGUND, Ravi; LO, Michael Man-Chu; YAN, Lin; HUO, Pei; FRANKLIN, Christopher; WO2011/53519; (2011); A1;,
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