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Preparation method of hydroxypropyl tetrahydropyrantriol

A technology for hydroxypropyltetrahydropyrantriol and hydroxypropyltetrahydropyrantriol salt, which is applied in the field of preparation of hydroxypropyltetrahydropyrantriol and can solve problems such as the purity of residual products of inorganic salts, and the like, Achieve the effect of solving inorganic salt residues and low product purity, mild reaction conditions and simple operation

Pending Publication Date: 2022-01-11
成都格纯生物医药有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] For above-mentioned deficiency, the purpose of the present invention is to provide a kind of preparation method of hydroxypropyltetrahydropyrantriol, can effectively solve existing in the prior art as inorganic salts such as acetate, borate, sodium chloride Problems such as carryover and low product purity

Method used

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  • Preparation method of hydroxypropyl tetrahydropyrantriol
  • Preparation method of hydroxypropyl tetrahydropyrantriol

Examples

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Embodiment 1

[0031] This example provides a kind of preparation method of hydroxypropyltetrahydropyrantriol, and its flow chart is as follows figure 1 shown, including the following steps:

[0032] Step (1): Using D-xylose (3.00g, 20mmol) and acetylacetone as raw materials, carry out condensation reaction under alkaline conditions to obtain 1-C-(β-D-xylopyranosyl)-acetone ; Wherein,: the mol ratio of D-xylose and acetylacetone is 1:1.1, and the alkali that adds is the 2% sodium hydroxide of the amount of the substance of D-xylose, and reaction solvent is 50g water, and temperature of reaction is 50 ℃ ; The reaction time is 2 hours;

[0033] Step (2): 1-C-(β-D-xylopyranosyl)-acetone (2.0 g, 10.5 mmol) obtained in step (1) was reduced with sodium borohydride to obtain hydroxypropyltetrahydro Aqueous solution of pyrantriol alkali; wherein, the molar ratio of 1-C-(β-D-xylopyranosyl)-acetone to sodium borohydride is 1:1.5, and the adding method of sodium borohydride is to divide under ice bat...

Embodiment 2

[0046] This example provides a preparation method of hydroxypropyltetrahydropyrantriol, which differs from Example 1 only in that the molar ratio of D-xylose to acetylacetone is 1:2; other steps and parameters are the same.

[0047] The yield of hydroxypropyl tetrahydropyrantriol obtained in this example is 96%, and the purity is >99%.

Embodiment 3

[0049] This example provides a kind of preparation method of hydroxypropyltetrahydropyranotriol, and the difference with embodiment 1 is only: 1-C-(β-D-xylopyranosyl)-acetone and the mole of sodium borohydride The ratio is 1:2, and the rest of the steps and parameters are the same.

[0050] The yield of hydroxypropyltetrahydropyrantriol obtained in this example is 97%, and the purity is >99%.

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Abstract

The invention discloses a preparation method of hydroxypropyl tetrahydropyrantriol, which mainly comprises the following steps of: carrying out condensation reaction on D-xylose and acetylacetone as raw materials under an alkaline condition to obtain 1-C-(beta-D-xylopyranosyl)-acetone; carrying out reduction reaction on the 1-C-(beta-D-xylopyranosyl)-acetone and sodium borohydride to obtain a hydroxypropyl tetrahydropyrantriol alkaline aqueous solution; adding acid into the hydroxypropyl tetrahydropyrantriol alkaline aqueous solution to adjust the pH value until the solution is neutral, so as to obtain a hydroxypropyl tetrahydropyrantriol saline aqueous solution; carrying out desalination purification and impurity removal purification on the hydroxypropyl tetrahydropyrantriol saline aqueous solution to obtain a hydroxypropyl tetrahydropyrantriol aqueous solution; and performing concentration and water removal on the hydroxypropyl tetrahydropyrantriol aqueous solution to obtain pure hydroxypropyl tetrahydropyrantriol. The method can effectively solve the problems of residues of inorganic salts such as acetate and borate and sodium chloride, low product purity and the like in the prior art.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a preparation method of hydroxypropyltetrahydropyrantriol. Background technique [0002] Hydroxypropyltetrahydropyranotriol, also known as Bosein, is a light yellow product, a xylose derivative with anti-aging active substances, which can promote the synthesis of collagen and make the skin stronger It is elastic, improves fine lines on the neck, and prevents aging. It has a wide range of applications in cosmetics, food, biology, medicine and other technical fields. [0003] The technical characteristics of the preparation methods of hydroxypropyltetrahydropyrantriol disclosed in the prior art are different, but all involve how to effectively remove or process inorganic salts such as acetate, borate, sodium chloride, and the synthesis process. The problem of related impurities and unreacted raw material xylose produced in the process. In view of this, it is very meanin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D309/10
CPCC07D309/10C07B2200/07Y02P20/55
Inventor 张利兵陈封政陈建明
Owner 成都格纯生物医药有限公司
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