3-O-decyl-L-ascorbic acid | 132530-91-7

• 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-decyl-L-ascorbic acid
• 英文别名: 3-O-decylascorbic acid；(2R)-3-decoxy-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-2H-furan-5-one
• CAS: 132530-91-7
• 化学式: C₁₆H₂₈O₆
• 分子量: 316.395
• InChiKey: KLLFMDSXSMALCD-GXTWGEPZSA-N

物化性质

• 熔点：
  73-75 °C
• 沸点：
  558.5±50.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 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：

  (2R)-3-decoxy-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-hydroxy-2H-furan-5-one 生成 3-O-decyl-L-ascorbic acid
  参考文献：
  名称：

  NIHRO, YASUNORI;MIYATAKA, HIDEKI;SUDO, TADAMITSU;MATSUMOTO, HITOSHI;SATOH+, J. MED. CHEM., 34,(1991) N, C. 2152-2157

  摘要：

  DOI：

文献信息

• Regio- and Chemoselective One-Step 3-O-Alkylenation of Unprotected Ascorbic Acid Using ω-Iodoalkanols
  作者：Bang Luu、Thierry Muller、Paul Heuschling

  DOI：10.1055/s-0028-1087662

  日期：——

  A regio- and chemoselective alkylenation employing unprotected ascorbic acid and a series of unprotected iodoalkanols in the presence of sodium hydrogen carbonate in dimethyl sulfoxide is described. This atom economic high yielding procedure delivers the corresponding 3-O-alkylene ethers in a single step without prior protection. Specific 3-O-etherification was also observed with ­unprotected 16-iodohexadecanoic acid and with 2-(10-iododecyl)isoindole-1,3-dione. Furthermore, an 2-O-alkylene derivative was obtained when 3-O-benzyl ascorbic acid was reacted with unprotected 10-iododecanol under slightly modified conditions. Finally, the antioxidative activity of all compounds was determined and compared to vitamin C and E.

  描述了一种使用未保护的抗坏血酸和一系列未保护的碘烷醇，在碳酸氢钠存在下于二甲基亚砜中进行的区域和化学选择性烷基化。这种原子经济、高产率的程序在无需事先保护的情况下，单步合成了相应的3-O-烷基醚。同时，未保护的16-碘十六酸和2-(10-碘十烷基)异吲哚-1,3-二酮也观察到了特定的3-O-醚化。此外，当3-O-苄基抗坏血酸与未保护的10-碘癸醇在稍微修改的条件下反应时，获得了一个2-O-烷基衍生物。最后，所有化合物的抗氧化活性被测定并与维生素C和E进行了比较。
• Method for increasing hair growth
  申请人：E-L Management Corp.

  公开号：EP2123252A1

  公开（公告）日：2009-11-25

  The present invention provides a method for stimulating hair follicle growth, which comprises applying a composition containing a follicle stimulating effective amount of a creatine compound. The method can be used to treat and prevent conditions such as male pattern baldness, hair loss due to aging, or hair loss due to chemotherapy or drug exposure.

  本发明提供了一种刺激毛囊生长的方法，该方法包括施用一种含有刺激毛囊有效量的肌酸化合物的组合物。该方法可用于治疗和预防男性秃发、衰老引起的脱发或化疗或药物接触引起的脱发等病症。
• Regioselective Synthesis of 3-O-Alkyl Ethers of Ascorbic Acid without Protecting Groups in a Single Step
  作者：Uwe Beifuss、Olaf Kunz、Gundula Voss

  DOI：10.1016/s0040-4020(99)01013-3

  日期：2000.1

  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.
• Method For Increasing Hair Growth
  申请人：Gan David C.

  公开号：US20100022651A1

  公开（公告）日：2010-01-28

  The present invention provides a method for stimulating hair growth, which comprises applying a composition containing a combination of a creatine compound and carnitine. The composition may further comprise 5′-AMP and NADH. Such a composition is effective in stimulating cell proliferation in the hair bulb of hair plugs.
• METHOD AND COMPOSITION FOR THERMALLY STABILIZING VITAMIN C WITHIN NANO LAYERS OF MONTMORILLONITE CLAY
  申请人：Goonesekara Chandhi S.

  公开号：US20110184006A1

  公开（公告）日：2011-07-28

  A thermally stable Vitamin C composition containing montmorillonite, an organic acid containing L-ascorbic acid or a derivative thereof, a divalent cation present within nanolayers of the montmorillonite, wherein the organic acid is combined with the divalent cation within the nanolayers to form an organic acid-montmorillonite chelate.