rac-rosiridol | 208937-35-3

• 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: rac-rosiridol
• 英文别名: rosiridol；(2E)-3,7-dimethylocta-2,6-diene-1,4-diol
• CAS: 208937-35-3
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: PTCYLOJKSMVJTR-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  rac-rosiridol 在 4-二甲氨基吡啶 、 氢氟酸 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 5-乙酰氧基香叶醇
  参考文献：
  名称：

  区域和对映选择性异戊烯基阴离子转移：在（-）-Rosiridol的总合成中的应用。

  摘要：

  当存在手性，冰片来源的配体时，异戊二烯阴离子在升高的温度（回流的THF）下会向醛1的区域和对映体选择性地添加。该反应是单萜（-）-罗西多醇的第一个全合成中的关键步骤（右图显示了再合成）。另外，已经确定地分配了该天然产物的绝对构型。M ＝ Zn，R ＝ tBuMe 2 Si。

  DOI：

  10.1002/(sici)1521-3773(19980302)37:4<468::aid-anie468>3.0.co;2-z
• 作为产物：
  描述：

  (E)-4-((tert-butyldimethylsilyl)oxy)-2-methylbut-2-enal 在 六甲基磷酰三胺 、 氢氟酸 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 73.0h， 生成 rac-rosiridol
  参考文献：
  名称：

  区域和对映选择性异戊烯基阴离子转移：在（-）-Rosiridol的总合成中的应用。

  摘要：

  当存在手性，冰片来源的配体时，异戊二烯阴离子在升高的温度（回流的THF）下会向醛1的区域和对映体选择性地添加。该反应是单萜（-）-罗西多醇的第一个全合成中的关键步骤（右图显示了再合成）。另外，已经确定地分配了该天然产物的绝对构型。M ＝ Zn，R ＝ tBuMe 2 Si。

  DOI：

  10.1002/(sici)1521-3773(19980302)37:4<468::aid-anie468>3.0.co;2-z

文献信息

• Ti-Catalyzed Barbier-Type Allylations and Related Reactions
  作者：Rosa E. Estévez、José Justicia、Btissam Bazdi、Noelia Fuentes、Miguel Paradas、Duane Choquesillo-Lazarte、Juan M. García-Ruiz、Rafael Robles、Andreas Gansäuer、Juan M. Cuerva、J. Enrique Oltra

  DOI：10.1002/chem.200802180

  日期：2009.3.9

  Versatility of titanium: Titanocene(III) complexes catalyze Barbier‐type allylations, intramolecular crotylations (cyclizations), and prenylations of a wide range of aldehydes and ketones. These reactions take place at RT under mild conditions compatible with many functional groups; provide good yields of open‐chain and cyclic homoallylic alcohols, including heterocyclic derivatives; and can be conducted

  钛的通用性：钛茂（III）配合物催化Barbier型烯丙基化，分子内crotylations（环化）和各种醛和酮的异戊烯基化。这些反应在室温下与许多官能团相容的温和条件下进行。提供高收率的开链和环状均丙醇，包括杂环衍生物；并且可以通过使用对映体纯的钛催化剂来对映选择性地进行。
• Synthesis and stereochemistry of (−)-rosiridol and (−)-rosiridin
  作者：Elisabeth Schöttner、Kristina Simon、Manuel Friedel、Peter G. Jones、Thomas Lindel

  DOI：10.1016/j.tetlet.2008.07.018

  日期：2008.9

  The plant-derived monoterpenoids (−)-rosiridol and (−)-rosiridin can be assembled in an enantioselective manner via DIP–Cl reduction of a ketone precursor obtained by BCl3-mediated C–C coupling of prenyl stannane and an α,β-unsaturated C5 aldehyde. On the basis of Mosher analyses, the absolute stereochemistry 4S was assigned to (−)-rosiridol; this was confirmed by X-ray structure analysis of pentaacetylrosiridin

  植物来源的单萜类化合物（-）-rosiridol和（-）-rosiridin可以通过DIP-Cl还原通过BCl 3介导的异戊二烯锡烷与α，β的C-C偶联得到的酮前体的对映选择性方式进行组装。-不饱和C 5醛。根据Mosher分析，将绝对立体化学4 S分配给（-）-rosiridol；五乙酰基rosiridin的X射线结构分析证实了这一点。在Koenigs–Knorr条件下，在乙醚中进行（4 S）-4-乙酰氧基香叶醇的糖基化反应。（-）-Rosiridin首次合成。
• Concentrated, stable, translucent or clear, fabric softening compositions including chelants
  申请人：Wahl Hoffman Errol

  公开号：US20050202998A1

  公开（公告）日：2005-09-15

  Clear or translucent fabric softening compositions having a biodegradable fabric softening active and an added chelating agent are disclosed. The biodegradable fabric softening active preferably has the formula: wherein each R substituent is hydrogen or a short chain C 1 -C 6 , preferably C 1 -C 3 alkyl or hydroxyalkyl group, e.g., methyl (most preferred), ethyl, propyl, hydroxyethyl, and the like, benzyl, or mixtures thereof; each m is 2 or 3; each n is from 1 to about 4, preferably 2; each Y is —O—(O)C—, —(R)N—(O)C—, —C(O)—N(R)—, or —C(O)—O—, preferably —O—(O)C—; the sum of carbons in each R 1 , plus one when Y is —O—(O)C— or —(R)N—(O)—, is C 6 -C 22 , preferably C 12-22 , more preferably C 14 -C 20 , but no more than one R 1 or YR 1 sum being less than about 12 and then the other R 1 or YR 1 sum is at least about 16, with each R 1 being a long chain C 5 -C 21 (or C 6 -C 22 ), preferably C 9 -C 19 (or C 9 -C 20 ), most preferably C 11 -C 17 (or C 12 -C 18 ), straight, branched, unsaturated or polyunsatruated alkyl, the average Iodine Value of the parent fatty acid of the R 1 being from about 20 to about 140. The chelating agent is preferably diaminetriaminepentaacetic acid. The compositions display excellant clarity with a percentage haze in the transmission mode of a Hunter Color analysis of less than 90%, preferably less than 50%.

  本文揭示了具有可生物降解织物柔软活性剂和添加螯合剂的透明或半透明织物柔软组合物。可生物降解织物柔软活性剂优选具有以下公式： 其中，每个R取代基是氢或短链C1-C6，优选是C1-C3烷基或羟基烷基，例如，甲基（最优选），乙基，丙基，羟乙基等，苯甲基或其混合物；每个m为2或3；每个n为1至约4，优选为2；每个Y为—O—（O）C—，—（R）N—（O）C—，—C（O）—N（R）—或—C（O）—O—，优选为—O—（O）C—；当Y为—O—（O）C—或—（R）N—（O）—时，每个R1中碳的总数加一为C6-C22，优选为C12-22，更优选为C14-C20，但不超过一个R1或YR1总和小于约12，然后另一个R1或YR1总和至少约为16，每个R1为长链C5-C21（或C6-C22），优选为C9-C19（或C9-C20），最优选为C11-C17（或C12-C18），直链、支链、不饱和或多不饱和烷基，R1的父脂肪酸的平均碘值约为20至约140。螯合剂优选为二氨基三乙酸五钠盐。该组合物在Hunter Color分析的透射模式下具有出色的清晰度，其百分之雾度小于90％，优选小于50％。
• Concentrated, stable, preferably clear, fabric softening composition
  申请人：Trinh Toan

  公开号：US20060058216A1

  公开（公告）日：2006-03-16

  Principal solvents, especially mono-ol and diol principal solvents, having a ClogP of from about 0.15 to about 0.64, preferably from about 0.25 to about 0.62, and more preferably from about 0.40 to about 0.60, are disclosed that have the ability to make clear aqueous fabric softener compositions containing relatively high concentrations of fabric softener actives having ester linkages in their long, hydrophobic chains. The fabric softener actives are either unsaturated, or have intermediate length chains (˜C 12-14 ) and the said principal solvents are used at levels of less than about 40%. Other solvents may be present. Some of the said principal solvents are novel compounds and/or novel mixtures. Premixes of the fabric softening actives, the principal solvents, and, optionally, other solvents are useful in the preparation of complete formulations by obviating/limiting the need for heating.

  本发明揭示了主要溶剂，特别是具有ClogP约为0.15至约0.64，优选为约0.25至约0.62，更优选为约0.40至约0.60的单醇和双醇主要溶剂，具有制备含有长链疏水基中酯键的相对高浓度织物柔顺剂活性成分的清澈水性织物柔顺剂组合物的能力。织物柔顺剂活性成分可以是不饱和的，也可以具有中等长度的链（约C12-14），所述主要溶剂的使用水平小于约40％。其他溶剂可以存在。其中一些主要溶剂是新化合物和/或新混合物。织物柔顺剂活性成分、主要溶剂和可选的其他溶剂的预混物在制备完整配方时是有用的，因为它们可以避免/限制加热的需要。
• Concentrated, stable fabric softening composition
  申请人：——

  公开号：US20030153483A1

  公开（公告）日：2003-08-14

  Principal solvents, especially mono-ol and diol principal solvents, having a ClogP of from about 0.15 to about 0.64, preferably from about 0.25 to about 0.62, and more preferably from about 0.40 to about 0.60, are disclosed that have the ability to make clear aqueous fabric softener compositions containing relatively high concentrations of fabric softener actives having ester linkages in their long, hydrophobic chains. The fabric softener actives are either unsaturated, or have intermediate length chains (˜C 12-14 ) and the said principal solvents are used at levels of less than about 40%. Other solvents may be present. Some of the said principal solvents are novel compounds and/or novel mixtures. Premixes of the fabric softening actives, the principal solvents, and, optionally, other solvents are useful in the preparation of complete formulations by obviating/limiting the need for heating.

  本发明涉及主要溶剂，特别是具有从约0.15到约0.64的ClogP值的单醇和二醇主要溶剂，优选从约0.25到约0.62，更优选从约0.40到约0.60，具有使含有长的亲水性链中的酯键的织物柔软剂活性成分相对高浓度的清澈水性织物柔软剂组合物的能力。织物柔软剂活性成分可以是不饱和的，也可以具有中等长度的链（约C12-14），所述主要溶剂的使用水平低于约40％。其他溶剂可能也存在。其中一些主要溶剂是新化合物和/或新混合物。织物柔软剂活性成分、主要溶剂和可选的其他溶剂的预混物可用于制备完整配方，从而避免/限制加热的需要。