With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123495-48-7,(S)-Ethyl piperidine-2-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.
Example 27 (S)-1-(3-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-propyl)-2-piperidinecarboxylic acid hydrochloride Crude (S)-(-)-2-piperidinecarboxylic acid (19.5 g, prepared as described in example 26) was suspended in ethanol (250 ml), and thionyl chloride (40 ml, 0.46 mol) was added dropwise. After addition was complete, the suspension was heated at reflux temperature for 2 h. The mixture was filtered hot, and the filtrate was cooled to room temperature. Filtration and evaporation in vacuo afforded an oil, which was crystallized by rubbing. Ethanol (10 ml) was added, followed by slow addition of diethyl ether (150 ml). The precipitated solid was filtered off, washed with diethyl ether and dried by suction to give 13.8 g (35% calculated from 2-piperidinecarboxylic acid) (S)-(-)-2-piperidinecarboxylic acid ethyl ester hydrochloride. [alpha]25D=-10.7 (c=4.5% in water) Gas Chromatography (run as described in example 26) of N-acetyl derivative: Rt=47.2 minutes. Enantiomeric excess=96% 5-(3-Bromo-1-propylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (2.7 g, 8.6 mmol, prepared as described in WO 9518793), potassium carbonate (7.14 g, 52 mmol), potassium iodide (1.4 g,8.6 mmol), and (S)-(-)-2-piperidinecarboxylic acid ethyl ester hydrochloride (3.3 g, 17 mmol) were mixed in methyl ethyl ketone (50 ml) and heated at reflux temperature for 3 days. After cooling to room temperature, ethyl acetate (100 ml) was added and the mixture was washed with water (2*100 ml), dried. (MgSO4) and evaporated in vacuo. The residue was purified by column chromatography on silica gel (600 ml), using a mixture of ethyl acetate and heptane (1:4) as eluent. This afforded 2.3 g (69%) of (S)-1-(3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-propyl)-2-piperidinecarboxylicacid ethyl ester as an oil. TLC: Rf=0.22 (SiO2: ethyl acetate/heptane=1:4), 123495-48-7
As the paragraph descriping shows that 123495-48-7 is playing an increasingly important role.
Reference£º
Patent; Novo Nordisk A/S; US6239148; (2001); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem