86404-04-8 Usage
Description
3-O-Ethyl ascorbic acid ether, also called VC ethyl ether, is an ascorbic acid derivative. Ascorbic acid is a naturally occurring antioxidant and free radical scavenger, a reducing agent in the conversion process of biological enzymes, and has a preventive effect on some chronic diseases (cancer, diabetes and allergic skin diseases). From the molecular structure of ascorbic acid, it can be seen that compared to the 2-position enol hydroxyl group, the 3-position enol hydroxyl group has higher activity on electrophiles, and it is the product of 3-O-alkylation during O-alkylation modification. Mainly. 3-O-Ethyl ascorbate ether is a product of ascorbic acid-3-O-ethylation. It has a simple molecular structure and is easily absorbed by the skin. After entering the dermis through the stratum corneum of the skin, it is easily decomposed by the biological enzymes in the human body. The effect of ascorbic acid effectively solves the fat solubility problem of ascorbic acid, and is widely used in cosmetics as a whitening agent and antioxidant.
Uses
Different sources of media describe the Uses of 86404-04-8 differently. You can refer to the following data:
1. Vitamin C ethyl ether (VC ethyl ether) is a lipophilic and hydrophilic amphoteric vitamin C derivative. It not only retains the redox effect of vitamin C but is also very stable. It is a non-discoloring vitamin C derivative. It is a lipophilic and lookchem amphoteric substance, which not only makes it extremely convenient to use in the formula, but also makes it easy to penetrate the stratum corneum into the dermis. After entering the skin, it is easily decomposed by biological enzymes to play the role of vitamin C, thereby Improve its bioavailability.
2. 3-O-Ethyl-L-ascorbic Acid could be a useful stabilizing agent for a para-hydroxyacetophenone solution. 3-O-Ethyl-L-ascorbic Acid could be a useful stabilizing agent for a para-?hydroxyacetophenone solution.
Mechanism of action
VC ethyl ether penetrates the stratum corneum to reach the melanocytes in the basal layer, inhibits tyrosinase activity, inhibits the formation of melanin, and restores melanin to colorless, thereby effectively whitening the skin. And lookchem and VC ethyl ether can directly participate in the synthesis of collagen and repair skin cell activity after entering the dermis, increasing collagen, so that the skin becomes full and elastic, making the skin delicate and smooth.
Synthesis
The above 3-O-ethyl-5,6-O-isopropylideneascorbic acid 40g dissolved in 200ml of ethanol. 10g of cation-exchange resin was added and was refluxed for 2 hours. The catalyst was removed by an ion exchange resin and concentrated under reduced pressure. After drying, with ethyl acetate: hexane (3: 1) crystallization. After drying, obtained 33.3g 3-O-ethylascorbic acid, yield 94%. It was recrystallized in 100mL ethyl acetate giving 30.6g, yield 87%, mp: 112-114°C.
Check Digit Verification of cas no
The CAS Registry Mumber 86404-04-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,6,4,0 and 4 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 86404-04:
(7*8)+(6*6)+(5*4)+(4*0)+(3*4)+(2*0)+(1*4)=128
128 % 10 = 8
So 86404-04-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H12O6/c1-2-13-7-5(11)8(12)14-6(7)4(10)3-9/h4,6,9-11H,2-3H2,1H3/t4-,6+/m0/s1
86404-04-8Relevant articles and documents
A simple efficient synthesis and biological evaluation of 3-O-ethylascorbic acid
Tai, Akihiro,Aburada, Mei,Ito, Hideyuki
, p. 1984 - 1987 (2014)
A single-step synthesis of 3-O-ethyl-L-ascorbic acid was performed without the induction of protecting groups. Sodium L-ascorbate reacted with ethyl bromide in DMSO to give 3-O-ethylascorbic acid in a yield of 51.0%. 3- O-Ethylascorbic acid enhanced dibutyryl cyclic AMP-induced neurite outgrowth in PC12 cells.
Vitamin C ethyl ether synthesis method
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Paragraph 0021-0038, (2021/05/12)
The invention discloses a vitamin C ethyl ether synthesis method, which has the advantages of reasonable process design, mild reaction conditions, high product yield, no need of adopting a resin catalyst and green and environment-friendly production process. The method comprises the following steps of 1) synthesizing a vitamin C protection body by taking stannous chloride and tetrabutylammonium bromide as catalysts, 2) synthesizing a vitamin C protector etherate, 3) adjusting the pH value by using a hydrochloric acid solution to remove a protecting group, and 4) purifying the product by recrystallization with a weak polar solvent. Through the synergistic effect between the stannous chloride and the phase transfer catalyst tetrabutylammonium bromide, reactants are in more sufficient contact, and the reaction speed is increased.
Crystal form A of 3-O-ethyl-L-ascorbic acid, its preparation method and whitening composition
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Paragraph 0054; 0061; 0064, (2019/10/17)
The present invention relates to the field of crystals and in particular, to a crystal form A of 3-O-ethyl-L-ascorbic acid, its preparation method and a whitening composition. The characteristic peaksof the crystal form A of 3-O-ethyl-L-ascorbic acid are characterized by X-ray diffraction pattern and prove that the crystal form A is formed. The crystal form A has good stability, especially excellent thermal stability and long-term storage stability.
