The synthetic route of 182223-54-7 has been constantly updated, and we look forward to future research findings.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182223-54-7,4-Cbz-Aminopiperidine,as a common compound, the synthetic route is as follows.
Example 1Preparation of 2.3:4.5-di-Q-isopropylidene-l-|piperidin-(4-aminoacetyl pyrrolidine-2-(SV carbonitrileH-yll-1-deoxy-ri-D-fructopyranoseStep I; Scheme: Pyridine (3.6 mL, 0.046 mol) is added to a stirred solution of 2,3:4,5-di-O-isopropylidene-beta-D- fructopyranose (7.0 g, 0.027 mol) in dichloromethane (70 mL) at room temperature. Reaction mixture is cooled to 0-50C, trifluoromethanesulphonic anhydride (5.3 mL, 0.032 mol) is introduced drop wise over a period of 10 minutes and then stirred at room temperature for 45 minutes. D.M. water (30 mL) is added, dichloromethane layer is separated and aqueous layer is exctrated with dichloromethane (2×25 mL). Combined organic layer is washed with brine solution (1×20 mL) and dried over anhydrous sodium sulphate. Removal of dichloromethane under reduced pressure furnish the triflate derivative of 2,3:4,5-di- O-isopropylidene-beta-D-fructopyranose which is used directly for the next step.N,N-Diisopropylethylamine (4.46 mL, 0.026 mol) is added to a stirred heterogenous mixture of piperidin- 4-yl carbamic acid benzyl ester (5.52 g, 0.02 mol) in acetonitrile (50 mL) at room temperature and stirred for 15 minutes. A solution of the triflate derivative of 2,3:4,5-di-0-isopropylidene-beta-D-fructopyranose (5.0 g, 0.013 mol) in acetronitrile (10 mL) is introduced and heated at reflux for 4 hrs. Reaction mixture is concentrated under reduced pressure, D. M. water (4OmL) is added to the residue and aqueous layer is extracted with ethyl acetate (2×25 mL). Combined organic layer is washed with brine solution (1×20 mL) and dried over anhydrous sodium sulphate. Removal of ethyl acetate under reduced pressure gives viscous liquid which is purified by column chromatography (silica gel 230-400 mesh, n-hexane:ethyl acetate, 60:40) to get 2,3:4,5-di-0-isopropylidene-l-[piperidin-(4-benzyloxycarbonylamino)-l-yl]-l-deoxy-beta-D- fructopyranose., 182223-54-7
The synthetic route of 182223-54-7 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; SUN PHARMA ADVANCED RESEARCH COMPANY LIMITED; WO2009/116067; (2009); A2;,
Piperidine – Wikipedia
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