1-tert-butylphosphetane sulfide | 735288-38-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 磷环化合物
• 英文名称: 1-tert-butylphosphetane sulfide
• 英文别名: 1-tert-butyl-phosphetane 1-sulfide；1-Tert-butyl-1-sulfanylidene-1lambda5-phosphetane；1-tert-butyl-1-sulfanylidene-1λ5-phosphetane
• CAS: 735288-38-7
• 化学式: C₇H₁₅PS
• 分子量: 162.236
• InChiKey: GSWZISRYXKPLTC-UHFFFAOYSA-N

物化性质

• 熔点：
  120-121 °C(Solv: hexane (110-54-3))
• 沸点：
  210.5±23.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-tert-butylphosphetane sulfide 在 六氯乙硅烷 、 仲丁基锂 、 鹰爪豆碱 作用下， 以 乙醚 、 苯 为溶剂， 反应 22.0h， 生成 (1S,1'S,2R,2'R)-1,1'-di-tert-butyl-2,2'-diphosphetanyl
  参考文献：
  名称：

  Optically Active 1,1′-Di-tert-butyl-2,2′-diphosphetanyl and Its Application in Rhodium-Catalyzed Asymmetric Hydrogenations

  摘要：

  (1S,1′S,2R,2′R)-1,1′-二叔丁基-2,2′-二膦烷是通过叔丁基膦和膦-硼烷作为中间体合成的。该配体的铑络合物被用作在不对称氢化α-乙酰氨基丙烯酸酯和α-取代的烯酰胺反应中的高效催化剂。

  DOI：

  10.1055/s-2004-822396
• 作为产物：
  描述：

  1-tert-butylphosphetane 在 sulfur 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以15.6 g的产率得到1-tert-butylphosphetane sulfide
  参考文献：
  名称：

  Optically Active 1,1′-Di-tert-butyl-2,2′-diphosphetanyl and Its Application in Rhodium-Catalyzed Asymmetric Hydrogenations

  摘要：

  (1S,1′S,2R,2′R)-1,1′-二叔丁基-2,2′-二膦烷是通过叔丁基膦和膦-硼烷作为中间体合成的。该配体的铑络合物被用作在不对称氢化α-乙酰氨基丙烯酸酯和α-取代的烯酰胺反应中的高效催化剂。

  DOI：

  10.1055/s-2004-822396

文献信息

• NOVEL OPTICALLY ACTIVE PHOSPHORUS-CHIRAL DIPHOSPHETANES, INTERMEDIATES OF THE SAME, AND TRANSITION METAL COMPLEXES CONTAINING THE DIPHOSPHETANES AS THE LIGAND
  申请人：Nippon Chemical Industrial Co., Ltd.

  公开号：EP1650217A1

  公开（公告）日：2006-04-26

  The present invention provides a novel optically active phosphorus-chiral diphosphetane compound useful as a ligand of a transition metal catalyst which is used for catalytic asymmetric synthesis such as asymmetric hydrogenation reaction and the like, the ligand capable of creating a stable asymmetric space when coordinating to a central metal, an intermediate of the compound, and a transition metal complex catalyst having the compound as a ligand. The optically active diphosphetane compound of the present invention has a structure represented by formula (1) : (wherein R represents a linear, branched, or cyclic alkyl group having 2 to 20 carbon atoms).

  本发明提供了一种新型光学活性磷-手性二osphetane化合物，该化合物可作为过渡金属催化剂的配体，用于催化不对称合成，如不对称氢化反应等，该配体在与中心金属、该化合物的中间体以及以该化合物为配体的过渡金属复合物催化剂配位时，能够产生稳定的不对称空间。 本发明的光学活性二磷酸化合物具有式（1）表示的结构： (其中 R 代表具有 2 至 20 个碳原子的直链、支链或环状烷基）。
• Process for producing optically active dimer of phosphorus heterocycle
  申请人：Oohara Nobuhiko

  公开号：US20060211888A1

  公开（公告）日：2006-09-21

  Primary phosphine represented by formula (1): [Chem. 1] R—PH 2 (1) (wherein R represents a linear, branched, or cyclic alkyl group having 2 to 20 carbon atoms) is reacted with a compound represented by formula (2): [Chem. 2] Y—C n H 2n —Y  (2) (wherein Y represents a halogen atom or a leaving group selected from —OTs, —OTf, and —OMs, and n represents a number of 3 to 6) in the presence of a base; the product is reacted with boron trihydride, oxygen, or sulfur to obtain a phosphorus heterocyclic compound represented by formula (3): (wherein R represents the same as the above, n represents a number of 1 to 4, X represents a boron trihydride group, an oxygen atom, or a sulfur atom, and === represents a single bond when X is a boron trihydride group or a double bond when X is an oxygen atom or sulfur atom); the resultant compound is dimerized to produce a phosphorus heterocyclic dimer represented by formula (4): (wherein R, n, and X represent the same as the above); and then oxygen, sulfur, or borane is removed from the resultant phosphorus heterocyclic dimer to obtain an optically active phosphorus heterocyclic dimer represented by formula (5): (wherein R and n represent the same as the above).

  由式（1）表示的伯胺膦：[化学式 1］ R-PH 2 (1) (其中 R 代表具有 2 至 20 个碳原子的直链、支链或环状烷基）与式 (2) 所代表的化合物反应：[化学式 2］ Y-C n H 2n -Y (2) (其中 Y 代表卤原子或选自-OTs、-OTF 和-OMs 的离去基团，n 代表 3 至 6 的数字），在碱存在下；产物与三酸化硼、氧或硫反应，得到由式（3）代表的磷杂环化合物： (其中 R、n 和 X 的代表与上述相同）；然后从得到的磷杂环二聚体中除去氧、硫或硼烷，得到由式（5）代表的具有光学活性的磷杂环二聚体： (其中 R 和 n 的代表与上述相同）。
• PROCESS FOR PRODUCING OPTICALLY ACTIVE DIMER OF PHOSPHORUS HETEROCYCLE
  申请人：NIPPON CHEMICAL INDUSTRIAL COMPANY LIMITED

  公开号：EP1650216B1

  公开（公告）日：2011-12-28
• Novel optically active phosphorus-chiral diphosphetanes, intermediates of the same, and transition metal complexes containing the diphosphetanes as the ligand
  申请人：Oohara Nobuhiko

  公开号：US20060189818A1

  公开（公告）日：2006-08-24

  The present invention provides a novel optically active phosphorus-chiral diphosphetane compound useful as a ligand of a transition metal catalyst which is used for catalytic asymmetric synthesis such as asymmetric hydrogenation reaction and the like, the ligand capable of creating a stable asymmetric space when coordinating to a central metal, an intermediate of the compound, and a transition metal complex catalyst having the compound as a ligand. The optically active diphosphetane compound of the present invention has a structure represented by formula (1): (wherein R represents a linear, branched, or cyclic alkyl group having 2 to 20 carbon atoms).
• US7411096B2
  申请人：——

  公开号：US7411096B2

  公开（公告）日：2008-08-12