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Method for producing fluoropyridine ethanone through cell catalysis

A technology of cell biology and acetone, applied in the direction of microorganism-based methods, biochemical equipment and methods, microorganisms, etc., can solve the problems of difficult chemical synthesis and high cost

Inactive Publication Date: 2015-01-21
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] (S)-5-(1-Hydroxyethyl)fluoro[2,3-c]pyridine is a good choice for the synthesis of chiral drugs, fine chemicals and pesticides Important chiral building blocks, because there are two chiral centers, making chemical synthesis more difficult and costly

Method used

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  • Method for producing fluoropyridine ethanone through cell catalysis

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Penicillium wet ATCC 204054 cells were prepared by conventional methods and used as catalysts for biocatalytic reactions.

[0018] The method for making the ramie gauze with the substrate adsorbed is as follows: absorb the substrate 1-(5-(fluoro[2,3-c]pyridyl))ethanone with a ramie gauze with a size of 0.5cmX0.5cm, and the adsorbed For the ramie gauze of the substrate, adjust the amount of the substrate and the ramie gauze so that the mass ratio of the substrate to the ramie gauze is 0.24. Used ramie gauze is common ramie gauze, after buying from the market, be cut into 0.5cm * 0.5cm fritter, sterilize, aseptic preservation stand-by, other embodiment ramie gauze processes identically.

[0019] Add phosphate buffer solution to a 15L bottom-ventilated stirring reaction tank, the pH is 5.2, and add ramie gauze adsorbed substrate 1-(5-(fluoro[2,3-c]pyridyl))ethanone to make substrate 1 The amount of -(5-(fluoro[2,3-c]pyridyl))ethanone added is 80 g / L, the content of corn s...

Embodiment 2

[0021] Penicillium wet ATCC 204054 cells were prepared by conventional methods and used as catalysts for biocatalytic reactions.

[0022] The method for making the ramie gauze with the substrate adsorbed is as follows: absorb the substrate 1-(5-(fluoro[2,3-c]pyridyl))ethanone with a ramie gauze with a size of 0.5cmX0.5cm, and the adsorbed For the ramie gauze as the substrate, adjust the amount of the substrate and the ramie gauze so that the mass ratio of the substrate to the ramie gauze is 0.24-0.26.

[0023] Add phosphate buffer solution to a 100L bottom ventilated stirring reaction tank, the pH is 5.2, and add ramie gauze adsorbed substrate 1-(5-(fluoro[2,3-c]pyridyl))ethanone to make substrate 1 -(5-(fluoro[2,3-c]pyridyl)) ethyl ketone was added in an amount of 90 g / L, the content of corn steep liquor (calculated as dry matter) was 13 g / L, the content of glucose was 17 g / L, and the content of xylose 18g / L, the content of Tween 80 is 13g / L, autoclave at 121°C for 30 minute...

Embodiment 3

[0025] Penicillium wet ATCC 204054 cells were prepared by conventional methods and used as catalysts for biocatalytic reactions.

[0026]The method for making the ramie gauze with the substrate adsorbed is as follows: absorb the substrate 1-(5-(fluoro[2,3-c]pyridyl))ethanone with a ramie gauze with a size of 0.5cmX0.5cm, and the adsorbed For the ramie gauze of the substrate, adjust the amount of the substrate and the ramie gauze so that the mass ratio of the substrate to the ramie gauze is 0.25.

[0027] Add phosphate buffer solution to a 500L bottom-ventilated stirring reaction tank, the pH is 5.2, and add ramie gauze adsorbed with the substrate 1-(5-(fluoro[2,3-c]pyridyl))ethanone to make the substrate 1 The amount of -(5-(fluoro[2,3-c]pyridyl))ethanone added is 85 g / L, the content of corn steep liquor (based on dry matter) is 12 g / L, the content of glucose is 16 g / L, and the content of xylose 17g / L, Tween 80 content is 12g / L, autoclaved at 121°C for 30 minutes; when cooled...

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Abstract

The invention discloses a method for producing fluoropyridine ethanone with optical activity through cell catalysis, namely a method for preparing (S)-5-(1-ethoxyl) fluorin [2, 3-c] pyridine with optical activity by using the biological catalysis of penicillium cells. A phosphate buffer solution is added into a reaction tank, and ramie gauze is added to regulate and control the concentrations of a substrate and the product. According to the invention, the penicillium cells are used for performing biological catalysis reaction, so that the product yield is high, and the enantiomeric excess rate (ee%) is high, therefore, the method has excellent application prospect.

Description

technical field [0001] The invention belongs to the technical field of pharmaceutical engineering, and in particular relates to the technology for preparing chiral pharmaceutical intermediate (S)-5-(1-hydroxyethyl)fluoro[2,3-c]pyridine by Penicillium cell biocatalysis. Background technique [0002] Chiral (S)-5-(1-hydroxyethyl)fluoro[2,3-c]pyridine is an important intermediate in the synthesis of chiral drugs, fine chemicals, pesticides and other special materials. Biocatalytic asymmetric reactions have the advantages of environmental friendliness, mild conditions, and high selectivity. As a green and efficient way to prepare hydroxyl chiral compounds, they are increasingly used in the production of some high value-added chiral compounds. Biocatalytic preparation of chiral (S)-5-(1-hydroxyethyl)fluoro[2,3-c]pyridine has a promising application prospect. [0003] Biocatalysis has outstanding advantages such as high catalytic efficiency, strong selectivity, mild conditions, a...

Claims

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Application Information

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IPC IPC(8): C12P17/18C12R1/80
Inventor 刘均洪高鑫
Owner QINGDAO UNIV OF SCI & TECH
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