Process for preparing tetrabenzyl-voglibose hydrochloride
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A tetrabenzyl voglibose and preparation technology, which is applied in the field of pharmaceutical synthesis, can solve the problems of complex waste liquid treatment, environmental pollution, explosion, etc., and achieve the effects of simplified process, less three wastes, and mild reaction temperature
Inactive Publication Date: 2016-11-09
AMICOGEN CHINA BIOPHARM CO LTD
View PDF2 Cites 2 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
Sodium cyanoborohydride is not only expensive, but also easy to explode under acidic conditions, releasing highly toxic gas hydrocyanic acid, polluting the environment
The waste liquid treatment after the reaction is complicated
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0024] Add 100mL methanol, 2g serinol, 2ml formic acid to oxocyclohexyl tetraol (10g, 18mmol), stir for 1 hour at 15°C, add (1.93g, 18mmol) 2-picoline-N-methylboron alkanes at 15°C for 16 hours. The solvent was evaporated to dryness to obtain the crude product.
[0025] Add 120mL EA to the crude product, wash twice with 40mL water and twice with 40mL 0.5M HCl aqueous solution, stir the organic phase at 15°C for 16 hours, filter with suction and dry to obtain tetrabenzyl voglibose hydrochloride 8.7 g, yield 73%.
Embodiment 2
[0027] Add 100mL ethanol, 4g serinol, 2ml acetic acid to oxocyclohexyl tetraol (10g, 18mmol), stir for 1 hour at 20°C, add (1.93g, 18mmol) 2-picoline-N-methylboron alkanes at 20°C for 16 hours. The solvent was evaporated to dryness to obtain the crude product.
[0028] Add 100mLEA to the crude product, wash twice with 50mL water and twice with 50mL 1M HCl aqueous solution, stir the organic phase at 20°C for 16 hours, filter with suction and dry to obtain 7.3g of tetrabenzyl voglibose hydrochloride, Yield 61%.
Embodiment 3
[0030] Add 100mL ethanol, 3g serinol, 2ml acetic acid to oxocyclohexyl tetraol (10g, 18mmol), stir for 1 hour at 30°C, add (1.93g, 18mmol) 2-picoline-N-methylboron alkanes at 20°C for 16 hours. The solvent was evaporated to dryness to obtain the crude product.
[0031] Add 100mLEA to the crude product, wash twice with 50mL water and twice with 50mL 0.5M HCl aqueous solution, stir the organic phase at 20°C for 16 hours, filter with suction and dry to obtain 6.2g of tetrabenzyl voglibose hydrochloride , yield 53%.
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
PUM
Login to view more
Abstract
The invention belongs to the field of medicine synthesis, and particularly discloses a process for preparing tetrabenzyl-voglibose hydrochloride. The process particularly includes carrying out reaction on oxo-hexanaphthene tetrol and serinol to obtain reaction products and carrying out reduction on the reaction products by the aid of 2-methylpyridine-N-borane to obtain the tetrabenzyl-voglibose hydrochloride. The process has the advantages that the 2-methylpyridine-N-borane is used as a reducing agent instead of virulent and expensive sodium cyanoborohydride, accordingly, the cost of synthesis technologies can be lowered, and environmental pollution can be relieved; crude products are purified by the aid of crystallization technologies, accordingly, purification technologies can be simplified, and the product yield can be increased.
Description
technical field [0001] The invention belongs to the field of pharmaceutical synthesis, specifically a preparation process for tetrabenzyl voglibose hydrochloride, specifically a preparation process of oxocyclohexyl tetraol and serinol through the reaction of 2-picoline -N-borane reduction preparation of tetrabenzyl voglibose hydrochloride preparation process. Background technique [0002] Voglibose was first developed by Japan's Takeda Corporation, and it was first launched in Japan under the trade name Basen in 1994 for the treatment of elevated postprandial blood sugar in diabetes. Currently, there are two main chemical methods for preparing voglibose: [0003] One is to obtain voglibose by reacting Jinggang mycophenolamine and 1,3-dihydroxyacetone and reducing it with sodium cyanoborohydride, as shown below. [0004] [0005] The other is composed of (1S)-(1(hydroxyl),2,4 / 1,3)-2,3,4-tri-O-benzyl-1-C-[(benzyloxy)-methyl ]-5-Oxo-1,2,3,4-Cyclohexanethritol and serinol ...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to view more 
Login to view more