Simple exploration of 885275-00-3

The synthetic route of 885275-00-3 has been constantly updated, and we look forward to future research findings.

885275-00-3, Benzyl 4-iodopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885275-00-3, A flask was charged with t-butyl pyrrolidine-1-carboxylate (744 mg, 4.34 mmol, 1.50 equiv), N,N,N’,N’-tetramethylethylenediamine (505 mg, 4.35 mmol, 1.50 equiv), and ether (10 mL) under nitrogen. s-Butyllithium (3.57 mL, 4.64 mmol, 1.60 equiv, 1.3M in n-hexane) was added dropwise at -78 C. The resulting solution was stirred for 3.5 h at -78 C. Zinc diiodide (693 mg, 2.17 mmol, 0.75 equiv) in THF was added. The resulting solution was stirred for 0.5 h at -78 C. and stirred for 1 h at room temperature. A solution of benzyl 4-iodopiperidine-1-carboxylate in THF (1.00 g, 2.90 mmol, 1.00 equiv) was added to a solution of nickel chloride ethylene glycol dimethyl ether complex (94.8 mg, 0.430 mmol, 0.15 equiv) and N,N’-dimethylethylenediamine (43.4 mg, 0.490 mmol, 0.17 equiv). The organozinc solution was added to the catalyst/electrophile mixture. The resulting solution was stirred for 60 h at room temperature and quenched with water (20 mL). The resulting solution was extracted with DCM (3*20 mL) and the organic layers were combined, washed with brine (2*20 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 212 mg (19% yield) of benzyl 4-(1-(t-butoxycarbonyl)pyrrolidin-2-yl)piperidine-1-carboxylate as a yellow oil. LCMS (ESI, m/z): 389 [M+H]+.

The synthetic route of 885275-00-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WEBER, Olivia D.; (127 pag.)US2019/202801; (2019); A1;,
Piperidine – Wikipedia
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