Supercharge Your Innovation With Domain-Expert AI Agents!

Novel method for synthesizing vitamin K2

A synthetic method and vitamin technology, applied in the field of medicine and fine chemical industry, can solve problems such as difficult operation, dangerous reaction reagents, low synthesis yield, etc.

Active Publication Date: 2021-01-12
HUANGGANG LUBAN PHARM
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As a result, it was found that the process has defects such as many double bond migration impurities, dangerous reaction reagents, difficult operation, difficult industrial production and low synthesis yield.

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
  • Novel method for synthesizing vitamin K2
  • Novel method for synthesizing vitamin K2
  • Novel method for synthesizing vitamin K2

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0064] In the preparation method of vitamin K2 of the present invention, a structurally new intermediate is provided, namely the compound shown in formula 4,

[0065]

[0066] Its chemical name is 2-(1,4-dimethoxy-3-methyl-2-naphthalene)-4,4,5,5-tetramethyl-1,3,2-dioxaborane. Utilizing the intermediate, the yield of the final product vitamin K2 is significantly improved, and the whole synthesis process is simple and safe in operation.

[0067] Advantages of the present invention:

[0068] 1. The present invention provides a brand-new synthetic method for vitamin K2;

[0069] 2. The synthetic method of the present invention is simple to operate and easy to industrialized production;

[0070] 3. the yield of the vitamin K2 of synthetic method of the present invention is high;

[0071] 4. the reaction conditions of synthetic method of the present invention are gentle;

[0072] 5. The synthesis method of the present invention is friendly to the environment and operators.

Embodiment 1

[0075] Embodiment 1: Synthesis of the compound of formula 8.

[0076]

[0077] Referring to the method disclosed in WO2011 / 117324, the present inventors synthesized the compound of formula 8. The specific steps are as follows:

[0078] Add 28.2 g of 2-bromo-1,4-dimethoxy-3-menaphthoquinone (Formula 3) and 200 ml of tetrahydrofuran into the reaction flask, cool down to -78°C under the protection of nitrogen, and dropwise add 100 ml of 1M n-butyl Lithium-based n-hexane solution, stirred for 60 minutes after dropping, added 18.8 g of triisopropyl borate dropwise under temperature control at -78°C, reacted for 30 minutes after dropping, warmed up to room temperature, quenched with 1N hydrochloric acid solution, extracted with isopropyl ether, and the organic layer was The neutral was washed with saturated brine, the organic layer was dried over sodium sulfate and filtered, and the filtrate was evaporated to remove the solvent to obtain a residue of 14.6 g. The residue was pur...

Embodiment 2

[0079] Embodiment 2: synthetic formula 7 compounds

[0080]

[0081] Referring to the method disclosed in WO2011 / 117324, the present inventors synthesized the compound of formula 7 from the compound of formula 8. The specific steps are as follows:

[0082] In 6 reaction flasks, add formula 8 compound 12.3g, DMF 150 milliliters, bromogeranyl linalool (formula 6) 17.7g, potassium phosphate 15.9g, then add palladium chloride 0.18g in No. 1 reaction flask, Add 0.18 g of nickel chloride to No. 2 reaction flask, add 0.5 g of tetrakistriphenylphosphine nickel to No. 3 reaction flask, add 0.5 g of tetrakistriphenylphosphine palladium to No. 4 reaction flask, and add dppfNiCl to No. 5 reaction flask 2 0.35g. Add dppfPdCl to No. 6 reaction bottle 2 0.35g. After the addition, the six reaction flasks were heated to an internal temperature of 70°C under the parallel heating module and reacted for 15 hours. After the reaction was completed, the temperature was lowered to room tempe...

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

No PUM Login to View More

Abstract

The invention discloses a novel method for synthesizing vitamin K2. According to the method, the compound shown in the formula 4 with a brand-new structure is used as an intermediate, so that the vitamin K2 can be simply and safely synthesized at high yield. The method disclosed by the invention is beneficial to industrial production of the vitamin K2.

Description

technical field [0001] The invention relates to the fields of medicine and fine chemical industry; specifically, the invention relates to a new synthesis method of vitamin K2. Background technique [0002] Vitamin K2 is an important class of fat-soluble blood coagulation vitamins, and it is a rare oil resource. Known as the "uranium-gold vitamin" because of its very low content in food, it has many important physiological functions such as the prevention and treatment of osteoporosis, arterial calcification, cardiovascular diseases, tumors and Parkinson's disease. [0003] Vitamin K2 (Menaquinone, VK2, MK-4) is a menaquinone compound, which is light yellow crystal or oily liquid. The structure is as follows: [0004] [0005] Abbreviated as: [0006] [0007] In 2003, Min et al. (J H Min, J S Lee, J D Yang. J. Org. Chem., 2003, 68(20): 7925-7927) proposed a method for synthesizing vitamin K2, which is the side chain extension method. First, 1,4 dimethoxy-2-menaphth...

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
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C46/00C07C50/14C07C41/30C07C43/215C07F5/02
CPCC07C46/00C07C41/30C07F5/025C07C2602/10C07C43/215C07C50/14Y02P20/55
Inventor 杨小龙裴啤兵张建军杨铁波陈潜
Owner HUANGGANG LUBAN PHARM
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com