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Preparation method of chiral methyl phenyl sulfoixde

A benzyl sulfoxide, chiral technology, applied in the field of preparation of chiral benzyl sulfoxide, can solve the problems of many by-products, excessive oxidation, harsh reaction conditions and the like

Inactive Publication Date: 2014-09-03
ZUNYI MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] It is currently known that in addition to some metal catalysts that can effectively catalyze the asymmetric oxidation reaction of thioether substrates, most transition metal catalysts or organic small molecule catalysts still have excessive oxidation in the asymmetric oxidation reaction of thioether substrates. , many by-products and harsh reaction conditions

Method used

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Examples

Experimental program
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Effect test

Embodiment 1

[0019] A preparation method of chiral phenylmethyl sulfoxide, comprising the following steps:

[0020] (1) Preparation of the strain: the Pseudomonas monteilii CCTCC M2013683 was streaked on the LB medium plate sterilized at 121°C for 20 minutes, and then cultured statically at 28°C for 12 hours, then picked a single colony and used it as a seed to streak on the M9 medium plate, induced static culture with toluene, and grew After 24 h, store at 4 °C for later use;

[0021] (2) Cell culture: Pick the seeds cultured on the above-mentioned M9 medium plate and inoculate them into 10 mL of LB medium (peptone 10.0 g, yeast extract 5.0 g, sodium chloride 10.0 g, agar 15.0 g, distilled water 1.0 L , pH 6.8-7.0) in a 50 mL shake flask, cultured at 30 ℃ and 200 rpm for 8 h, and inoculated the inoculum containing 50 mL M9 medium (17.1 g disodium hydrogen phosphate dodecahydrate, 3.0 g potassium dihydrogen phosphate, 0.5 g sodium chloride, 1.0 g ammonium chloride, 15.0 g agar, 1000 mL ...

Embodiment 2

[0028] A preparation method of chiral phenylmethyl sulfoxide, comprising the following steps:

[0029] (1) Preparation of the strain: the Pseudomonas monteilii CCTCC M2013683 was streaked on the LB medium plate sterilized at 121°C for 20 minutes, and then cultured statically at 28°C for 12 hours, then picked a single colony and used it as a seed to streak on the M9 medium plate, induced static culture with toluene, and grew After 24 h, store at 4 °C for later use;

[0030] (2) Cell culture: Pick the seeds cultured on the above-mentioned M9 medium plate and inoculate them into 10 mL of LB medium (peptone 10.0 g, yeast extract 5.0 g, sodium chloride 10.0 g, agar 15.0 g, distilled water 1.0 L , pH 6.8-7.0) in a 50 mL shake flask, cultured at 30 ℃ and 200 rpm for 8 h, and inoculated the inoculum containing 50 mL M9 medium (17.1 g disodium hydrogen phosphate dodecahydrate, 3.0 g potassium dihydrogen phosphate, 0.5 g sodium chloride, 1.0 g ammonium chloride, 15.0 g agar, 1000 mL ...

Embodiment 3

[0036] A preparation method of chiral phenylmethyl sulfoxide, comprising the following steps:

[0037] (1) Preparation of the strain: the Pseudomonas monteilii CCTCC M2013683 (select unique soil and activated sludge samples from Southwest China, adopt multiple enrichment cultures and isolate strains) streaked on LB medium plates sterilized at 121°C for 20 min, and cultured statically at 28°C for 12 After 2 hours, single colonies were picked and streaked on the M9 medium plate as seeds, induced by toluene for static culture, and stored at 4 °C after 24 hours of growth for later use;

[0038] (2) Cell culture: Pick the seeds cultured on the above-mentioned M9 medium plate and inoculate them into 10 mL of LB medium (peptone 10.0 g, yeast extract 5.0 g, sodium chloride 10.0 g, agar 15.0 g, distilled water 1.0 L , pH 6.8-7.0) in a 50 mL shake flask, cultured at 30 ℃ and 200 rpm for 8 h, and inoculated the inoculum containing 50 mL M9 medium (17.1 g disodium hydrogen phosphate do...

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PUM

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Abstract

The invention discloses a preparation method of chiral methyl phenyl sulfoixde. The preparation method comprises the steps of marking PseudomonasmonteiliiZMU-T05 with the preservation number of CCTCC NO:M2013683 on an LB (Langmuir-Blodgett) culture medium flat board which carries out sterilization for 20 min at the temperature of 121 DEG C, standing to be cultured for 12h at the temperature of 28 DEG C, selecting single colonies as seeds, marking on an M9 culture medium flat board, inducing by virtue of toluene, standing to be cultured, and preserving for standby at the temperature of 4 DEG C after growing for 24h; culturing conventional cells; and carrying out conventional biotransformation. With the adoption of the preparation method, an obtained product is high in the optical purity, is low in the cost and is safe and environmental friendly.

Description

Technical field [0001] The present invention involves the field of biocatalyst and hand synthesis technology, and specifically involves a method of preparation of a hand benzozoa. [0002] Background technique [0003] As an important type of biological active substance and clinical drugs, handyada has a very wide application in organic synthesis and drug synthesis.Handicap is an important type of biological active substance and clinical drugs, and the asymmetric oxidation reaction of a single oxygenase catalyzed sulfur ether substrate is one of the new ways to synthesize the sub -crickets.The discovery and acquisition of high activity, high -selectability and high -substrate tolerance Sulfin monopolytase to produce strains is still the difficulty and bottleneck in the development of biological oxidation reactions. [0004] It is known that except for some metal catalysts that can effectively catalyze the asymmetric oxidation reactions of sulfur ether substrates, and most of the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P11/00C12R1/38
Inventor 陈永正卓俊睿郑代军杨敏
Owner ZUNYI MEDICAL UNIVERSITY
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