all-trans-(3R)-3-Hydroxyretinol | 60046-52-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: all-trans-(3R)-3-Hydroxyretinol
• 英文别名: [3R]-3-hydroxy-retinol；(3R)-all-trans-3-hydroxyretinol；(1R)-4-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethylnona-1,3,5,7-tetraenyl]-3,5,5-trimethylcyclohex-3-en-1-ol
• CAS: 60046-52-8
• 化学式: C₂₀H₃₀O₂
• 分子量: 302.457
• InChiKey: OBODKGDXEIUEIH-ZCEAMUHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  all-trans-(3R)-3-Hydroxyretinol 在 Mangandioxid 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以45.5%的产率得到(-)-(R)-all-trans-3-hydroxyretinal
  参考文献：
  名称：

  合成胡萝卜素，天然胡萝卜素和天然维生素。七。合成von（3 R）-3-羟基视黄醇，（3 R）-3-羟基视黄醇和（3 R）-3-羟基视黄醇†

  摘要：

  光学活性天然类胡萝卜素和结构相关化合物的合成。七。（3的合成[R）-3- hydroxyretinol，（3 - [R）-3- hydroxyretinal和（3 - [R）-3- hydroxyretinoic酸

  DOI：

  10.1002/hlca.19800630617
• 作为产物：
  描述：

  (R)-5-(tert-butyldimethylsilyloxy)-2-[(trifluoromethanesulfonyl)oxy]-1,3,3-trimethylcyclohex-1-ene 在 tris(dibenzylideneacetone)dipalladium (0) N,N-二甲基丙烯基脲 、 正丁基锂 、 四丙基高钌酸铵 、 三苯胂 、 4 A molecular sieve 、 四丁基氟化铵 、 二异丁基氢化铝 、 N-甲基吗啉氧化物 、 lithium chloride 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 正己烷 、 二氯甲烷 为溶剂， 反应 39.5h， 生成 all-trans-(3R)-3-Hydroxyretinol
  参考文献：
  名称：

  Synthesis of enantiopure C₃- and C₄-hydroxyretinals and their enzymatic reduction by ADH8 from Xenopus laevis

  摘要：

  (R)-全反式-3-羟基视黄醛 1、(S)-全反式-4-羟基视黄醛 3 和(R)-全反式-4-羟基视黄醛 5 是通过 Horner-Wadsworth-Emmons 和 Stille 交叉偶联作为成键反应立体选择性合成的。在对映体分离步骤中采用了 CBS 酮还原法，为 4-羟基视黄醛对映体的合成提供了前体。已测定了爪蟾 ADH8 与这些视黄酸的动力学常数。

  DOI：

  10.1039/b514273c

文献信息

• Optically active cyclohexane derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US04026949A1

  公开（公告）日：1977-05-31

  A process for fermentatively hydrogenating and reducing ketoisophorone to produce optically active [4R,6R]-4-hydroxy-2,6,6-trimethyl-cyclohexanone useful as an intermediate in the production of optically active carotenoids and intermediates in the production of these carotenoids.

  一种通过发酵氢化和还原酮异福酮的方法，生产出具有光学活性的[4R,6R]-4-羟基-2,6,6-三甲基环己酮，可用作生产光学活性类胡萝卜素和这些类胡萝卜素的中间体的中间体。
• RETINOID IMMUNOMODULATING KIT AND COMPOSITION AND USES THEREOF
  申请人：Foamix Ltd.

  公开号：EP1865923A2

  公开（公告）日：2007-12-19
• Retinoid immunomodulating kit and composition and uses thereof
  申请人：Tamarkin Dov

  公开号：US20050205086A1

  公开（公告）日：2005-09-22

  A composition and therapeutic kit including an aerosol packaging assembly including a container accommodating a pressurized product and an outlet capable of releasing a foamable composition, including a retinoid as a foam. The pressurized product includes a foamable composition including: a container accommodating a pressurized product; and an outlet capable of releasing the pressurized product as a foam; wherein the pressurized product comprises a foamable composition including: i. a retinoid; ii. at least one organic carrier selected from the group consisting of a hydrophobic organic carrier, a polar solvent, an emollient and mixtures thereof, at a concentration of about 2% to about 50% by weight; iii. a surface-active agent; iv. about 0.01% to about 5% by weight of at least one polymeric additive selected from the group consisting of a bioadhesive agent, a gelling agent, a film forming agent and a phase change agent; v. water; and vi. liquefied or compressed gas propellant at a concentration of about 3% to about 25% by weight of the total composition. The composition further may include a therapeutically active foam adjuvant, selected from the group consisting of a fatty alcohol, a fatty acid, a hydroxyl fatty acid; and mixtures thereof.
• Foamable vehicle and vitamin and flavonoid pharmaceutical compositions thereof
  申请人：Tamarkin Dov

  公开号：US20080069779A1

  公开（公告）日：2008-03-20

  Vitamin and flavonoid containing compositions are provided that are stable to degradation. Stabilized compositions include one or more features including a hygroscopic solvent at a sufficient concentration to provide an Aw value of the hygroscopic vitamin and or flavonoid containing composition of less than 0.9, antioxidant flavonoids that are preferentially oxidized before the vitamin, preservatives, and hydrocarbon propellants selected to reduce the oxidation potential of the composition.
• QUIESCENT FOAMABLE COMPOSITIONS, STEROIDS, KITS AND USES THEREOF
  申请人：TAMARKIN Dov

  公开号：US20080206161A1

  公开（公告）日：2008-08-28

  The present invention relates to an emulsion steroid composition as a foamable vehicle in which the vehicle is stable or stabilized by the presence of at least one quiesence agent; therapeutical kit containing such composition; to methods of treatment using such composition; to methods of enhancing the stability of such composition.