dartanal | 1031729-07-3

• 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: dartanal
• 英文别名: (R)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-enal；2-ethyl-4-[(1R)-2,2,3-trimethylcyclopent-3-en-1-yl]but-2-enal
• CAS: 1031729-07-3
• 化学式: C₁₄H₂₂O
• 分子量: 206.328
• InChiKey: RJTHDCSHVMQKDQ-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dartanal 在 [(^iPrPN³P^iPr)Mn(CO)₂H] 、 sodium hydroxide 作用下， 以 乙二醇二甲醚 为溶剂， 反应 36.0h， 生成 levosandol
  参考文献：
  名称：

  通过明确定义的 PNP-Mn(I) 氢化物配合物催化的氢化硅烷化还原羰基化合物

  摘要：

  不饱和化合物的还原反应是合成化学中的基本转化。在这种情况下，极化双键如羰基或 C=C 基序的还原可以通过氢化反应来实现。我们在这里描述了一种高度化学选择性的基于 Mn(I) 的 PNP 钳形催化剂，用于使用聚甲基氢硅氧烷 (PMHS) 作为廉价的氢供体对醛和酮进行氢化硅烷化。 图形摘要

  DOI：

  10.1007/s00706-021-02774-y

文献信息

• SELECTIVE HYDROGENATION OF ALDEHYDE WITH RU/BIDENTATE LIGANDS COMPLEXES
  申请人：FIRMENICH SA

  公开号：US20140243526A1

  公开（公告）日：2014-08-28

  The present invention relates to processes for the reduction by hydrogenation, using molecular H 2 , of a C 5 -C 20 substrate containing one or two aldehydes functional groups into the corresponding alcohol or diol, characterized in that said process is carried out in the presence of —at least one catalyst or pre-catalyst in the form of a ruthenium complex having a coordination sphere of the N 2 P 2 O 2 , wherein the coordinating atoms N 2 are provided by a first bidentate ligand, the coordinating atoms P 2 are provided by a second bidentate ligand and the coordinating atoms O 2 are provided by two non-linear carboxylate ligands; and —optionally of an acidic additive.

  本发明涉及利用分子H2对含有一个或两个醛基官能团的C5-C20底物进行加氢还原的过程，将其转化为相应的醇或二醇，其特征在于所述过程在以下条件下进行：—至少一种催化剂或前驱体存在，其形式为具有N2P2O2配位球的钌配合物，其中配位原子N2由第一双齿配体提供，配位原子P2由第二双齿配体提供，配位原子O2由两个非线性羧酸盐配体提供；和—可选地加入酸性添加剂。
• A Practical and Highly Chemoselective Hydrogenation of Aldehydes with a Copper Catalyst
  作者：Hideo Shimizu、Noboru Sayo、Takao Saito

  DOI：10.1055/s-0028-1216726

  日期：——

  A practical hydrogenation of aldehydes mediated by an inexpensive and easily available base metal, copper, is reported. A copper complex associated with 1,4-bis(diphenylphosphino)butane (DPPB) hydrogenates α,β-unsaturated aldehydes in a highly chemoselective fashion to give allylic alcohols with improved catalytic productivities. The reaction system was also effective for the conversion of simple aldehydes

  报道了一种由廉价且容易获得的贱金属铜介导的醛的实际氢化。与 1,4-双（二苯基膦基）丁烷 (DPPB) 相关的铜络合物以高度化学选择性的方式氢化 α,β-不饱和醛，得到具有更高催化生产率的烯丙醇。该反应体系对于将简单醛转化为相应的醇也很有效。
• Selective hydrogenation of aldehyde with ru/bidentate ligands complexes
  申请人：FIRMENICH SA

  公开号：US09090534B2

  公开（公告）日：2015-07-28

  The present invention relates to processes for the reduction by hydrogenation, using molecular H2, of a C5-C20 substrate containing one or two aldehydes functional groups into the corresponding alcohol or diol, characterized in that said process is carried out in the presence of —at least one catalyst or pre-catalyst in the form of a ruthenium complex having a coordination sphere of the N2P2O2, wherein the coordinating atoms N2 are provided by a first bidentate ligand, the coordinating atoms P2 are provided by a second bidentate ligand and the coordinating atoms O2 are provided by two non-linear carboxylate ligands; and—optionally of an acidic additive.

  本发明涉及使用分子氢进行还原的C5-C20底物的过程，该底物含有一个或两个醛官能团，并转化为相应的醇或二元醇。其特征在于，在至少一种催化剂或前催化剂的存在下进行该过程，所述催化剂或前催化剂以N2P2O2的配位球形形式存在，其中协同原子N2由第一双齿配体提供，协同原子P2由第二双齿配体提供，协同原子O2由两个非线性羧酸盐配体提供；以及可选的酸性添加剂。
• (E)-(R)-2-Alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-ol, process for preparing the same, and use thereof in perfume compositions
  申请人：Takasago International Corporation

  公开号：EP0829463A2

  公开（公告）日：1998-03-18

  An (E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-ol represented by formula (I): wherein R represents an alkyl group having 1 to 3 carbon atoms, and a process for preparing the same comprising hydrogenating a corresponding (E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-al in the presence of a ruthenium-phosphine complex as a catalyst, a base comprising an alkali metal or an alkaline earth metal, and an amine. The compound (I) has an excellent sandalwood oil odor.

  由式(I)代表的(E)-(R)-2-烷基-4-(2,2,3-三甲基环戊-3-烯-1-基)-2-丁烯-1-醇： 其中 R 代表具有 1 至 3 个碳原子的烷基、 以及制备该化合物的工艺，包括在钌膦络合物作为催化剂、碱金属或碱土金属组成的碱和胺的存在下，氢化相应的(E)-(R)-2-烷基-4-(2,2,3-三甲基环戊-3-烯-1-基)-2-丁烯-1-醇。化合物 (I) 具有极佳的檀香油气味。
• Process for preparing an (E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-ol
  申请人：Takasago International Corporation

  公开号：EP0829463B2

  公开（公告）日：2008-11-05