3-O-pentyl-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-pentyl-L-ascorbic acid
• 英文别名: (2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-3-pentoxy-2H-furan-5-one
• 化学式: C₁₁H₁₈O₆
• 分子量: 246.26
• InChiKey: MSQKWGHJUJYNID-IONNQARKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  甲磺酸正戊酯 、 维生素 C 在 碳酸氢钠 作用下， 以 二甲基亚砜 为溶剂， 反应 15.0h， 以73%的产率得到3-O-pentyl-L-ascorbic acid
  参考文献：
  名称：

  Regioselective Synthesis of 3-O-Alkyl Ethers of Ascorbic Acid without Protecting Groups in a Single Step

  摘要：

  The direct alkylation of L-ascorbic acid (vitamin C) with alkyl mesylates using sodium hydrogen carbonate as a base without protecting groups proceeds regioselectively and yields the corresponding 3-O-alkyl ethers of L-ascorbic acid exclusively. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01013-3

文献信息

• [EN] DETERGENT COMPOSITIONS<br/>[FR] COMPOSITIONS DÉTERGENTES
  申请人：INNOSPEC LTD

  公开号：WO2015063515A1

  公开（公告）日：2015-05-07

  A surfactant component comprising a compound of formula (I): (I) wherein R1 is a C5 to C39 alkyl or alkenyl group and R2 is a group of formula (a) wherein one of W, X, Y and Z is a covalent bond and the remaining groups are independently selected from H, M, SO3M and a further group of formula R1CO provided at least one of W, X, Y and Z is SO3M; and each M is independently a hydrogen ion, an ammonium ion or a metal ion.

  一种表面活性剂组分，包括化合物的化学式(I)：(I)其中R1是C5至C39的烷基或烯基基团，R2是化学式(a)的基团，其中W、X、Y和Z中的一个是共价键，其余基团独立地选自H、M、SO3M和另外一个化学式R1CO的基团，前提是W、X、Y和Z中的至少一个是SO3M；每个M独立地是氢离子、铵离子或金属离子。
• DETERGENT COMPOSITIONS
  申请人：INNOSPEC LIMITED

  公开号：US20160264542A1

  公开（公告）日：2016-09-15

  A surfactant component comprising a compound of formula (I): (I) wherein R 1 is a C 5 to C 39 alkyl or alkenyl group and R 2 is a group of formula (a) wherein one of W, X, Y and Z is a covalent bond and the remaining groups are independently selected from H, M, SO 3 M and a further group of formula R 1 CO provided at least one of W, X, Y and Z is SO 3 M; and each M is independently a hydrogen ion, an ammonium ion or a metal ion.

  一种表面活性剂组分，包括式(I)的化合物：(I)其中R1是C5至C39的烷基或烯基基团，R2是式(a)的基团，其中W、X、Y和Z中的一个是共价键，其余基团分别独立地选自H、M、SO3M和式R1CO的另一个基团，只要W、X、Y和Z中的至少一个是SO3M；每个M独立地是氢离子、铵离子或金属离子。
• 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。
• AGENT FOR IMPROVING MITOCHONDRIAL FUNCTION AND ANTI-AGING COMPOSITION
  申请人：Showa Denko K.K.

  公开号：EP3213739A1

  公开（公告）日：2017-09-06

  Provided is an agent for improving mitochondrial function including a hydroxycitric acid derivative represented by the following Formula (I) or a salt thereof, as an active ingredient [(In Formula (I), R1 and R2 each independently represent a hydrogen atom or any one group selected from the group represented by the following Formula (Ia) (here, R1 and R2 do not represent hydrogen atoms at the same time), X1 to X3 each independently represent a nitrogen or an oxygen atom, and R3, R4, R5, R3', R4', and R5' each independently represent a hydrogen atom, or a chained hydrocarbon group (here, in a case where X1, X2, and X3 each independently represent an oxygen atom, corresponding R3', R4', or R5' does not exist). In Formula (Ia), R6 to R8 each independently represent a hydrogen atom, an aryl group, or a chained hydrocarbon group having 1 to 30 carbon atoms].

  提供了一种改善线粒体功能的制剂，包括由下式(I)代表的羟基柠檬酸衍生物或其盐，作为活性成分[(在式(I)中，R1和R2各自独立地代表氢原子或选自下式(Ia)所代表的基团中的任意一个基团（此处、R1和R2不同时代表氢原子），X1至X3各自独立地代表氮原子或氧原子，R3、R4、R5、R3'、R4'和R5'各自独立地代表氢原子或链状烃基（此处，在X1、X2和X3各自独立地代表氧原子的情况下，不存在相应的R3'、R4'或R5'）。在式 (Ia)中，R6 至 R8 各自独立地代表氢原子、芳基或具有 1 至 30 个碳原子的链状烃基]。
• SKIN BARRIER FUNCTION-IMPROVING AGENT AND COMPOSITION FOR IMPROVING SKIN BARRIER FUNCTION
  申请人：Showa Denko K.K.

  公开号：EP3213753A1

  公开（公告）日：2017-09-06

  The present invention provides a skin barrier function-improving agent including an inositol derivative as an active ingredient in which inositol and saccharide are bonded, and a composition for improving a skin barrier function including the above skin barrier function-improving agent and a pharmacologically acceptable carrier.

  本发明提供了一种皮肤屏障功能改善剂，其中包括一种以肌醇衍生物为活性成分、肌醇和糖键合的皮肤屏障功能改善剂，以及一种用于改善皮肤屏障功能的组合物，其中包括上述皮肤屏障功能改善剂和药理学上可接受的载体。