3-O-allyl-L-ascorbic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 3-O-allyl-L-ascorbic acid
• 英文别名: (r)-4-(Allyloxy)-5-((s)-1,2-dihydroxyethyl)-3-hydroxyfuran-2(5h)-one；(2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-3-prop-2-enoxy-2H-furan-5-one
• 化学式: C₉H₁₂O₆
• 分子量: 216.191
• InChiKey: LJJMGPQFSHZDJC-CAHLUQPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 3-O-allyl-L-ascorbic acid 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-O-allyl-2-O-methyl-L-ascorbic acid
  参考文献：
  名称：

  Mitsunobu 条件下 l-抗坏血酸的区域选择性和化学选择性烷基化

  摘要：

  DOI：

  10.1021/jo990606+
• 作为产物：
  描述：

  烯丙醇 、 维生素 C 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以72%的产率得到3-O-allyl-L-ascorbic acid
  参考文献：
  名称：

  Mitsunobu 条件下 l-抗坏血酸的区域选择性和化学选择性烷基化

  摘要：

  DOI：

  10.1021/jo990606+

文献信息

• Reverse Kleiner method for manufacturing nitrogen dioxide, nitric oxide, nitric acid, metallic ascorbates and alkyl ascorbates of vitamin C
  申请人：Kleiner Bela

  公开号：US20050222438A1

  公开（公告）日：2005-10-06

  In this invention new chemical reactions, new chemical processes are established, and these chemical reactions and chemical processes can be used with the system designed to produce nitrogen dioxide, nitric oxide, nitric acid as well as metallic ascorbates or alkyl ascorbates, either as main or as secondary products. Ascorbic acid solution is reacted at room temperature or at elevated temperature with either sodium nitrite or potassium nitrite or calcium nitrite or alkyl nitrite such as isobutyl nitrite or barium nitrite or silver nitrite solution. All the second reactants except alkyl nitrites such as isoamyl nitrite or isopropyl nitrite or isobutyl nitrite, as well as the first reactant, ascorbic acid, are in aqueous solutions. The reaction vessel contains the ascorbic acid solution; into this solution, under, certain pressure, is delivered the choosen aqueous nitrite solution. Gas mixture of nitrogen dioxide and nitric oxide is produced by addition of the choosen nitrite solution. The generated and collected gas mixture is then mixed with oxygen, thus the nitric oxide in the gas mixture converts—by reacting with oxygen—into nitrogen dioxide, then this homogeneous gas is dissolved in water, thus giving us nitric acid. In this chemical reaction system two sets of chemical reactions take place; one on the surface of the solution(s) that produces the main part of the gas mixture, and this is the major part of the chemical reaction system. In the liquid phase of the reaction processes form the metallic ascorbates as well as the alkyl ascorbates. All the same can be done with isoascorbic acid; the chemical reactions will go somewhat slower.

  在这项发明中，建立了新的化学反应和新的化学过程，这些化学反应和化学过程可以与设计的系统一起使用，以产生二氧化氮、一氧化氮、硝酸以及金属抗坏血酸盐或烷基抗坏血酸盐，无论是作为主要产品还是作为次要产品。抗坏血酸溶液在室温或升高温度下与硝酸钠、硝酸钾、硝酸钙或烷基硝酸盐（如异丁基硝酸盐、钡硝酸盐或银硝酸盐溶液）反应。所有第二反应物，除了烷基硝酸盐（如异戊基硝酸盐、异丙基硝酸盐或异丁基硝酸盐），以及第一反应物抗坏血酸，均为水溶液。反应容器中含有抗坏血酸溶液；在一定压力下，所选的水溶性硝酸盐溶液被输送到这个溶液中。通过添加所选的硝酸盐溶液，产生氮氧化物和一氧化氮的气体混合物。生成并收集的气体混合物然后与氧气混合，因此气体混合物中的一氧化氮通过与氧气反应转化为二氧化氮，然后这种均相气体被溶解在水中，从而产生硝酸。在这种化学反应系统中，发生了两组化学反应；一组在溶液表面上产生气体混合物的主要部分，这是化学反应系统的主要部分。在反应过程的液相中形成金属抗坏血酸盐和烷基抗坏血酸盐。使用异抗坏血酸也可以完成相同的操作；化学反应速度会稍慢一些。
• Method for Preparing Crystalline 3-0-Alkyl-Ascorbic Acid
  申请人：Park Sung-Ryoung

  公开号：US20100048919A1

  公开（公告）日：2010-02-25

  The present invention relates to a method for preparing 3-O-substituted ascorbic acid derivatives represented by formula 1, in which 5,6-O-isopropylidene ascorbic acid is reacted with a halide in an organic solvent in the presence of the anion exchange resin absorbed with multi-iodine anions and then deprotected. The method of the present invention has an advantage of providing a target compound with high purity and high yield by finishing the reaction within a short period of time at room temperature.

  本发明涉及一种制备由式1表示的3-O-取代抗坏血酸衍生物的方法，其中在有机溶剂中，将5,6-O-异丙基缩醛抗坏血酸与卤代物在吸附有多碘阴离子的阴离子交换树脂存在下反应，然后去保护基。本发明的方法具有在室温下短时间内完成反应，并提供高纯度和高产率目标化合物的优点。
• FORMULATIONS OF LIPOPHILIC BIOACTIVE MOLECULES
  申请人：Zumes, LLC

  公开号：US20140039052A1

  公开（公告）日：2014-02-06

  This invention provides aqueous and non-aqueous clear formulations including at least one lipophilic bioactive molecules and an amphiphilic solubilizing agent. Exemplary aqueous formulations include a water-soluble reducing agent, which diminishes or prevents chemical degradation of the lipophilic bioactive molecule. The invention also provides methods of using the formulations of the invention. For example, the invention provides beverages including the formulations of the invention. The invention further provides methods of making the formulations and beverages.

  本发明提供了包括至少一种亲脂性生物活性分子和一种两性溶解剂的水性和非水性透明配方。其中，水性配方包括水溶性还原剂，可减少或防止亲脂性生物活性分子的化学降解。本发明还提供了使用该配方的方法。例如，本发明提供了包括该配方的饮料。本发明还提供了制备该配方和饮料的方法。
• DISPERSION AND METHOD FOR FORMING HYDROGEL
  申请人：NISSAN CHEMICAL INDUSTRIES, LTD.

  公开号：US20160129119A1

  公开（公告）日：2016-05-12

  An object is to provide dispersion containing lipid peptide type compound useful as low molecular weight gelator, such as lipid dipeptide and lipid tripeptide, and dissolution accelerator capable of dissolving the lipid peptide type compound at lower temperature and more easily. It is also an object to provide dispersion that can form hydrogel by simpler method and under milder condition (low temperature) and from which gel can be obtained as gel having high thermal stability, and provide method for forming the gel. Dispersion including: a lipid peptide type compound in which peptide portion formed by repetition of at least two or more identical or different amino acids is bonded to lipid portion including C 10-24 aliphatic group; dissolution accelerator having, in molecules thereof, hydrophilic portion and hydrophobic portion, the hydrophilic portion having betaine structure; and water; and method for producing hydrogel by use of the dispersion.

  本发明旨在提供一种包含脂肽类化合物的分散体，该化合物可用作低分子量凝胶剂，例如脂肽二肽和脂肽三肽，并且提供一种溶解加速剂，该加速剂能够在较低温度和更容易地溶解脂肽类化合物。本发明还旨在提供一种能够通过更简单的方法在较温和的条件下（低温）形成水凝胶的分散体，并从中可以得到具有高热稳定性的凝胶，并提供形成凝胶的方法。包括以下成分的分散体：脂肽类化合物，其中由至少两个或更多相同或不同的氨基酸重复形成的肽部分与包括C10-24脂肪族基团的脂肪部分相结合；溶解加速剂，其分子中具有亲水部分和疏水部分，亲水部分具有甜菜碱结构；和水；以及利用该分散体制备水凝胶的方法。
• EXTERNAL PREPARATION FOR SKIN
  申请人：Shiseido Company, Ltd.

  公开号：EP2292208A1

  公开（公告）日：2011-03-09

  Problem To provide an external preparation for skin containing an alkylresorcinol and being excellent in temperature stability (especially high-temperature stability) and photostability. Means for Resolution An external preparation for skin comprising (a) from 0.01 to 5% by mass of 4-isobutyl resorcinol or a salt thereof, and (b) from 0.01 to 5% by mass of one or more selected from L-ascorbic acid or a salt thereof and a 3-O-alkyl-L-ascorbic acid or a salt thereof. If desired, (c) one or more compounds selected from (c-1) a sterol skeleton-having compound (e.g., POE phytosterols, POE cholestanols), (c-2) a vitamin E derivative, (c-3) a compound such as polyglycerin fatty acid esters, polyoxybutene-polyglycerin alkyl ethers, sucrose fatty acid esters, and (c-4) a sorbitan skeleton-having compound may be incorporated in the preparation.

  问题 提供一种含有烷基间苯二酚的皮肤外用制剂，其温度稳定性（尤其是高温稳定性）和光稳定性极佳。解决方法 一种皮肤外用制剂，其成分包括：(a) 0.01%-5%（按重量计）的 4-异丁基间苯二酚或其盐；(b) 0.01%-5%（按重量计）的一种或多种选自 L-抗坏血酸或其盐和 3-O-烷基-L-抗坏血酸或其盐的化合物。如果需要，(c) 一种或多种选自 (c-1) 固醇骨架化合物（如 POE 植物固醇、POE 胆甾醇）、(c-2) 维生素 E 衍生物、(c-3) 聚甘油脂肪酸酯、聚氧丁烯-聚甘油烷基醚、蔗糖脂肪酸酯和 (c-4) 山梨坦骨架化合物的化合物可加入制剂中。