(2S,2'S,3S,3'S)-3,3'-di-tert-butyl-4,4'-dimethyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole | 1202033-23-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: (2S,2'S,3S,3'S)-3,3'-di-tert-butyl-4,4'-dimethyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole
• 英文别名: (2S,2'S,3S,3'S)-Me-BIBOP；(2S,3S)-3-tert-butyl-2-[(2S,3S)-3-tert-butyl-4-methyl-2H-1,3-benzoxaphosphol-2-yl]-4-methyl-2H-1,3-benzoxaphosphole
• CAS: 1202033-23-5
• 化学式: C₂₄H₃₂O₂P₂
• 分子量: 414.464
• InChiKey: MSKAQMATHZZCEP-MPPVQRIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (2S,2'S,3R,3'R)-3,3'-di-tert-butyl-4,4'-dimethyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole bisoxide 在 三氯硅烷 、 三乙胺 作用下， 以 甲苯 为溶剂， 以86%的产率得到(2S,2'S,3S,3'S)-3,3'-di-tert-butyl-4,4'-dimethyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole
  参考文献：
  名称：

  Novel, Tunable, and Efficient Chiral Bisdihydrobenzooxaphosphole Ligands for Asymmetric Hydrogenation

  摘要：

  A series of novel, efficient, air-stable, and tunable chiral bisdihydrobenzooxaphosphole ligands (BIBOPs) were developed for rhodium-catalyzed hydrogenations of various functionalized olefins such as alpha-arylenamides, alpha-(acylamino)acrylic acid derivatives, beta-(acylamino)acrylates, and dimethyl itaconate with excellent enantioselectivities (up to 99% ee) and reactivities (up to 2000 TON).

  DOI：

  10.1021/ol9025815

文献信息

• NOVEL CHIRAL PHOSPHORUS LIGANDS
  申请人：Qu Bo

  公开号：US20120277455A1

  公开（公告）日：2012-11-01

  The invention relates to a series of novel chiral phosphorus ligands of formulae (Ia) and (Ib): wherein R, 1-rR>4 and X are as defined herein. The invention also relates to chiral metal complexes prepared with these chiral phosphorus ligands. The chiral metal complexes are useful as catalysts for carrying out asymmetric hydro genation.

  本发明涉及一系列新型手性磷配体，其化学式为（Ia）和（Ib）：其中R，1-rR>4和X的定义如本文所述。本发明还涉及使用这些手性磷配体制备的手性金属配合物。这些手性金属配合物可用作催化剂，用于进行不对称氢化反应。
• US8552212B2
  申请人：——

  公开号：US8552212B2

  公开（公告）日：2013-10-08
• Novel, Tunable, and Efficient Chiral Bisdihydrobenzooxaphosphole Ligands for Asymmetric Hydrogenation
  作者：Wenjun Tang、Bo Qu、Andrew G. Capacci、Sonia Rodriguez、Xudong Wei、Nizar Haddad、Bikashandarkoil Narayanan、Shengli Ma、Nelu Grinberg、Nathan K. Yee、Dhileep Krishnamurthy、Chris H. Senanayake

  DOI：10.1021/ol9025815

  日期：2010.1.1

  A series of novel, efficient, air-stable, and tunable chiral bisdihydrobenzooxaphosphole ligands (BIBOPs) were developed for rhodium-catalyzed hydrogenations of various functionalized olefins such as alpha-arylenamides, alpha-(acylamino)acrylic acid derivatives, beta-(acylamino)acrylates, and dimethyl itaconate with excellent enantioselectivities (up to 99% ee) and reactivities (up to 2000 TON).