147769-93-5Relevant articles and documents
Synthesis process of hypoglycemic drug repaglinide
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Paragraph 0076-0078; 0087-0089, (2020/09/16)
The invention discloses a synthesis process of a hypoglycemic drug repaglinide. The process comprises the following steps: a) by using a compound II (S,S')-3-methyl-1-(2-piperidinophenyl)butylamine asa raw material, dissociating with an alkali, and directly condensing the obtained organic phase containing a compound III repigine with a compound IV 3-ethoxy-4-ethoxycarbonyl phenylacetic acid in the presence of an acylation reagent and an alkali without concentration; b) refining the compound V repaglinide ester crude product obtained after condensation by using an alkane solvent; and c) hydrolyzing in the presence of an alcohol solvent and an inorganic alkali, carrying out acidifying of post-treatment at a proper temperature, and purifying the obtained compound I repaglinide crude productby using an alcohol-water mixed solvent to obtain a repaglinide fine product. The synthesis process provided by the invention simplifies the synthesis steps, has the advantages of environmental protection, simple operation, high yield, low cost and the like, and is a repaglinide synthesis process suitable for industrial large-scale production.
Preparation method for (S)-(+)-1-(2-piperidine phenyl)-3-methyl n-butylamine
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Paragraph 0016, (2016/10/08)
The invention provides a preparation method for (S)-(+)-1-(2-piperidine phenyl)-3-methyl n-butylamine. The method comprises process steps as described in the specification. According to the invention, the (S)-(+)-1-(2-piperidine phenyl)-3-methyl n-butylamine is synthesized with 3-methyl-1-(2-piperidine phenyl)-1-butanone as a raw material by using a catalytic asymmetric synthetic method. The synthetic method provided by the invention has the advantages of easily-available raw materials, short synthetic route and high yield.
Studies on diastereofacial selectivity of a chiral tert-butanesulfinimines for the preparation of (S)-3-Methyl-1-(2-piperidin-1-yl-phenyl)butylamine for the synthesis of repaglinide
Nagarajan, Periyandi,Rajendiran, Chinnapillai,Naidu,Dubey
, p. 9345 - 9350 (2013/11/19)
A new method for the asymmetric synthesis of a series of chiral amines including (S)-3-methyl-1-(2-piperidin-1-yl-phenyl)butylamine (2a) a key intermediate to prepare antidiabetic drug repaglinide by using Ellman's reagent tert-butanesulfinamide. Diastereoselective addition of organometallic reagents to t-butanesulfinimines and followed by acidic and basic treatment. The obtained chiral amines were characterized by NMR, MS and other analytical data.