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Method for separating oseltamivir phosphate and oseltamivir phosphate SSR-isomers through normal-phase chromatography method

A technology of oseltamivir phosphate and enantiomers, which is applied in the field of analytical chemistry, can solve the problems of no oseltamivir phosphate and the inability to separate oseltamivir phosphate well, and the method is simple and convenient , high sensitivity and good reproducibility

Active Publication Date: 2019-06-11
HANGZHOU XINBOSI BIOMEDICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Enantiomers of oseltamivir phosphate are mentioned in the existing literature "Guo Na, enantiomer separation methods and pharmacokinetic studies of several chiral drugs [D], Shenyang Pharmaceutical University, 2008". However, the mobile phase system of this method is n-hexane and isopropanol, and oseltamivir phosphate is almost insoluble in n-hexane and isopropanol. Therefore, this method cannot actually achieve oseltamivir phosphate well. Separation of Wei and Enantiomers
In addition, there are no other literature reports on the separation of enantiomers of oseltamivir phosphate

Method used

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  • Method for separating oseltamivir phosphate and oseltamivir phosphate SSR-isomers through normal-phase chromatography method
  • Method for separating oseltamivir phosphate and oseltamivir phosphate SSR-isomers through normal-phase chromatography method
  • Method for separating oseltamivir phosphate and oseltamivir phosphate SSR-isomers through normal-phase chromatography method

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0029] The separation and determination of oseltamivir phosphate and its enantiomers in the test sample of example 1

[0030] 1. Instruments and reagents:

[0031] Agilent 1260 liquid chromatograph equipped with G1314F ultraviolet detector and HPLC chromatographic workstation equipped with analytical instruments.

[0032] n-Hexane (HPLC), absolute ethanol (HPLC), methanol (HPLC), trifluoroacetic acid (TFA) (HPLC), diethylamine (AR)

[0033] 2. Chromatographic conditions:

[0034] Chromatographic column: the surface of silica gel is coated with cellulose-tris(3,5-dichlorophenylcarbamate) column (4.6mm×250mm, 5μm);

[0035] Detection wavelength: 240nm;

[0036] Flow rate: 0.9 ~1.1ml / min;

[0037] Column temperature: 33~37℃;

[0038] Injection volume: 25μl

[0039] Mobile phase: n-hexane-absolute ethanol-methanol-trifluoroacetic acid-diethylamine volume ratio is (90:8:2:0.4:0.2)

[0040] Diluent: n-hexane-absolute ethanol-methanol volume ratio 1:1:3

[0041] 3. Preparatio...

Embodiment 2

[0050] Example 2: Methodological Validation

[0051] 1. Quantitation limit and detection limit

[0052] Precisely measure 1ml of each of the solutions (1)~(2) under the preparation of the above-mentioned related solutions, put them in the same 100ml measuring bottle, dilute to the mark with diluent, shake well, and use it as the stock solution (A).

[0053] Detection limit solution: Accurately measure 1ml of the above stock solution (A), put it in a 50ml measuring bottle, dilute to the mark with a diluent, and shake well (equivalent to 0.02% of the concentration of the test solution).

[0054] Quantitative limit solution: Accurately measure 1ml of the above stock solution (A), put it in a 20ml measuring bottle, dilute to the mark with diluent, and shake well (equivalent to 0.05% of the concentration of the test solution).

[0055] Precisely measure 25 μl of each of the above detection limit and quantification limit solutions, inject them into the liquid chromatograph respecti...

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Abstract

The invention relates to a high-performance liquid chromatography method for separating oseltamivir phosphate and oseltamivir phosphate SSR-isomers through the normal-phase chromatography method. Themethod is characterized in that the surface of silica gel is coated with cellulose-tris(3,5-dichlorophenyl carbamate) columns, a moving phase is a mixture of normal hexane, absolute ethyl alcohol, methanol, trifluoroacetic acid and diethylamine at a volume ratio of 90:8:2:0.4:0.2, the column temperature ranges from 30 DEG C to 40 DEG C, the detection wavelength is 240nm, and the flow velocity is 0.9-1.1ml per minute. The method has the advantages that the oseltamivir phosphate and the oseltamivir phosphate SSR-isomers can be separated; high simplicity, high accuracy and high sensitivity can beachieved; and the method can be used for SSR-isomer detection during oseltamivir phosphate production.

Description

technical field [0001] The invention belongs to the field of analytical chemistry, and in particular relates to a method for separating enantiomers of oseltamivir phosphate by normal phase chromatography. Background technique [0002] Oseltamivir phosphate (seltamivir phosphate), chemical name: (R, 4R, 5S) 4-acetamido-5-amino-3(-propoxyethyl ester) 1-cyclohexane-1 carboxylate ethyl ester Phosphate, its chemical structure is: [0003] [0004] Oseltamivir phosphate, the trade name Tamiflu (AMIFLU), is the antiviral compound that is successfully developed in 1996 by Gilead Sciences Inc. (Gilead Sciences Company) of the U.S. and is used for preventing or treating bird flu. The drug has the characteristics of high efficiency, safety, and low drug resistance for the target treatment of influenza virus. It has been approved for marketing in many countries. It is currently the most effective anti-influenza virus drug and one of the most commonly prescribed drugs. [0005] Osel...

Claims

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Application Information

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IPC IPC(8): G01N30/02G01N30/06
Inventor 沈欢刘阁金慧红王阿四周卫枫刘艳华
Owner HANGZHOU XINBOSI BIOMEDICAL CO LTD
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