A kind of HPLC method analysis and the method for preparing diacetyl corylidene enantiomer

Abstract

The invention discloses a method for analyzing and preparing enantiomers of diacetylcorylide by HPLC. The polysaccharide derivative-coated chiral chromatographic column is used as a stationary phase, and a mixed solvent of n-hexane-isopropanol or The n-hexane-ethanol mixed solvent was used as the mobile phase, and normal phase chromatography was used for analysis and separation. The method can analyze and prepare single optically active diacetylcorylide enantiomer simply, accurately and efficiently, and then realize its quality control.

Description

technical field

[0001] The invention relates to a chromatographic analysis and separation method, in particular to a high-performance liquid chromatography method for analyzing and preparing diacetylcorylide enantiomers, and belongs to the technical field of chemical raw material preparation. Background technique

[0002] Prostaglandins are an important class of endogenous physiologically active substances, which regulate various physiological functions of the human body at the level of hormone concentration, and have regulatory effects on blood pressure, smooth muscle contraction, gastric juice secretion and platelet aggregation. Prostaglandins are trace components that widely exist in human and animal tissues, and the content is extremely low. Clinically, prostaglandin drugs are mainly produced by total synthesis.

[0003] Diacetylcorylide is an important intermediate in the synthesis of prostaglandins, and its chemical name is: 6-acetoxymethyl-7-acetoxy-cis-2-oxabicyclo[3...

Examples

Embodiment 1

[0042] Embodiment 1: the analysis of (-)-diacetyl corilide and (+)-diacetyl corilide

[0043] Instruments and Conditions

[0044] Column: AD-H (250×4.6mm, 5.0μm)

[0045] Mobile phase: n-hexane-ethanol (95:5)

[0046] Column temperature: 40°C

[0047] Flow rate: 1.0mL / min

[0048] Injection volume: 5μL

[0049] Sample concentration: 1mg / mL

[0050] Detection wavelength: 205nm

[0051] Experimental procedure

[0052] Accurately measure 1 mg each of (+)-diacetylcorylide and (-)-bisacetylcorylide respectively, place in a 10mL volumetric flask, dissolve in ethanol and dilute to the mark, shake well, and use it as a reference solution. Accurately weigh 10 mg of (±)-diacetylcorylide, place it in a 10 mL volumetric flask, dissolve it in ethanol and dilute to the mark, shake well, and use it as the mother solution of the test sample. Accurately draw 5 μL each of the reference substance and the mother solution of the test product into the liquid chromatogram, and refer to the...

Embodiment 2

[0054] Embodiment 2: the analysis of (-)-diacetyl corilide and (+)-diacetyl corilide

[0055] Instruments and Conditions

[0056] Column: AD-H (250×4.6mm, 5.0μm)

[0057] Mobile phase: n-hexane-ethanol (60:40)

[0058] Column temperature: 20°C

[0059] Flow rate: 0.5mL / min

[0060] Injection volume: 10μL

[0061] Sample concentration: 0.1mg / mL

[0062] Detection wavelength: 205nm

[0063] Experimental procedure

[0064] Accurately measure 1 mg each of (+)-diacetylcorylide and (-)-bisacetylcorylide respectively, place in a 10mL volumetric flask, dissolve in ethanol and dilute to the mark, shake well, and use it as a reference solution. Accurately weigh 10 mg of (±)-diacetylcorylide, place it in a 10 mL volumetric flask, dissolve it in ethanol and dilute to the mark, shake well, and use it as the mother solution of the test sample. Precisely draw 1mL of the mother solution of the test product, place it in a 10mL volumetric flask, dissolve it in ethanol and dilute to th...

Embodiment 3

[0066] Embodiment 3: the analysis of (-)-diacetyl corilide and (+)-diacetyl corilide

[0067] Instruments and Conditions

[0068] Column: AD-H (250×4.6mm, 5.0μm)

[0069] Mobile phase: n-hexane-ethanol (75:25)

[0070] Column temperature: 30°C

[0071] Flow rate: 0.8mL / min

[0072] Injection volume: 5μL

[0073] Sample concentration: 1mg / mL

[0074] Detection wavelength: 205nm

[0075] Experimental procedure

[0076] Accurately measure 1 mg each of (+)-diacetylcorylide and (-)-bisacetylcorylide respectively, place in a 10mL volumetric flask, dissolve in ethanol and dilute to the mark, shake well, and use it as a reference solution. Accurately weigh 10 mg of (±)-diacetylcorylide, place it in a 10 mL volumetric flask, dissolve it in ethanol and dilute to the mark, shake well, and use it as the mother solution of the test sample. Accurately draw 5 μL each of the reference substance and the mother solution of the test product into the liquid chromatogram, and refer to th...

technical field

[0001] The invention relates to a chromatographic analysis and separation method, in particular to a high-performance liquid chromatography method for analyzing and preparing diacetylcorylide enantiomers, and belongs to the technical field of chemical raw material preparation. Background technique

[0002] Prostaglandins are an important class of endogenous physiologically active substances, which regulate various physiological functions of the human body at the level of hormone concentration, and have regulatory effects on blood pressure, smooth muscle contraction, gastric juice secretion and platelet aggregation. Prostaglandins are trace components that widely exist in human and animal tissues, and the content is extremely low. Clinically, prostaglandin drugs are mainly produced by total synthesis.

[0003] Diacetylcorylide is an important intermediate in the synthesis of prostaglandins, and its chemical name is: 6-acetoxymethyl-7-acetoxy-cis-2-oxabicyclo[3...

Examples

Embodiment 1

[0042] Embodiment 1: the analysis of (-)-diacetyl corilide and (+)-diacetyl corilide

[0043] Instruments and Conditions

[0044] Column: AD-H (250×4.6mm, 5.0μm)

[0045] Mobile phase: n-hexane-ethanol (95:5)

[0046] Column temperature: 40°C

[0047] Flow rate: 1.0mL / min

[0048] Injection volume: 5μL

[0049] Sample concentration: 1mg / mL

[0050] Detection wavelength: 205nm

[0051] Experimental procedure

[0052] Accurately measure 1 mg each of (+)-diacetylcorylide and (-)-bisacetylcorylide respectively, place in a 10mL volumetric flask, dissolve in ethanol and dilute to the mark, shake well, and use it as a reference solution. Accurately weigh 10 mg of (±)-diacetylcorylide, place it in a 10 mL volumetric flask, dissolve it in ethanol and dilute to the mark, shake well, and use it as the mother solution of the test sample. Accurately draw 5 μL each of the reference substance and the mother solution of the test product into the liquid chromatogram, and refer to the...

Embodiment 2

[0054] Embodiment 2: the analysis of (-)-diacetyl corilide and (+)-diacetyl corilide

[0055] Instruments and Conditions

[0056] Column: AD-H (250×4.6mm, 5.0μm)

[0057] Mobile phase: n-hexane-ethanol (60:40)

[0058] Column temperature: 20°C

[0059] Flow rate: 0.5mL / min

[0060] Injection volume: 10μL

[0061] Sample concentration: 0.1mg / mL

[0062] Detection wavelength: 205nm

[0063] Experimental procedure

[0064] Accurately measure 1 mg each of (+)-diacetylcorylide and (-)-bisacetylcorylide respectively, place in a 10mL volumetric flask, dissolve in ethanol and dilute to the mark, shake well, and use it as a reference solution. Accurately weigh 10 mg of (±)-diacetylcorylide, place it in a 10 mL volumetric flask, dissolve it in ethanol and dilute to the mark, shake well, and use it as the mother solution of the test sample. Precisely draw 1mL of the mother solution of the test product, place it in a 10mL volumetric flask, dissolve it in ethanol and dilute to th...

Embodiment 3

[0066] Embodiment 3: the analysis of (-)-diacetyl corilide and (+)-diacetyl corilide

[0067] Instruments and Conditions

[0068] Column: AD-H (250×4.6mm, 5.0μm)

[0069] Mobile phase: n-hexane-ethanol (75:25)

[0070] Column temperature: 30°C

[0071] Flow rate: 0.8mL / min

[0072] Injection volume: 5μL

[0073] Sample concentration: 1mg / mL

[0074] Detection wavelength: 205nm

[0075] Experimental procedure

[0076] Accurately measure 1 mg each of (+)-diacetylcorylide and (-)-bisacetylcorylide respectively, place in a 10mL volumetric flask, dissolve in ethanol and dilute to the mark, shake well, and use it as a reference solution. Accurately weigh 10 mg of (±)-diacetylcorylide, place it in a 10 mL volumetric flask, dissolve it in ethanol and dilute to the mark, shake well, and use it as the mother solution of the test sample. Accurately draw 5 μL each of the reference substance and the mother solution of the test product into the liquid chromatogram, and refer to th...

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