(1R,2S)-3-methyl-1-phenyl-2-(pyrrolidin-1-yl)-butan-1-ol | 757243-36-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (1R,2S)-3-methyl-1-phenyl-2-(pyrrolidin-1-yl)-butan-1-ol
• 英文别名: (1R,2S)-3-Methyl-1-phenyl-2-(1-pyrrolidinyl)butan-1-ol；(1R,2S)-3-methyl-1-phenyl-2-pyrrolidin-1-ylbutan-1-ol
• CAS: 757243-36-0
• 化学式: C₁₅H₂₃NO
• 分子量: 233.354
• InChiKey: SVGCFKGKZYQCDP-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2S)-3-methyl-1-phenyl-2-(pyrrolidin-1-yl)-butan-1-ol 在 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 9.0h， 生成 (S)-(1R,2S)-3-methyl-1-phenyl-2-(pyrrolidin-1-yl)butyl ethanetioate
  参考文献：
  名称：

  New β-amino thiols as efficient catalysts for highly enantioselective alkenylzinc addition to aldehydes

  摘要：

  A series of new optically active beta-amino thiols and thiolacetates prepared from the simple natural amino acid, (S)-(-)-valine, were found to be effective catalysts for the enantioselective addition of alkenylzinc to alclehydes and thereby providing an efficient route for chiral (E)-allylic alcohols with ees of up to >99% in the presence of 7a (1 mol %). (C) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.11.093
• 作为产物：
  描述：

  L-dibenzylvalinal 在 potassium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 19.0h， 生成 (1R,2S)-3-methyl-1-phenyl-2-(pyrrolidin-1-yl)-butan-1-ol
  参考文献：
  名称：

  New β-amino thiols as efficient catalysts for highly enantioselective alkenylzinc addition to aldehydes

  摘要：

  A series of new optically active beta-amino thiols and thiolacetates prepared from the simple natural amino acid, (S)-(-)-valine, were found to be effective catalysts for the enantioselective addition of alkenylzinc to alclehydes and thereby providing an efficient route for chiral (E)-allylic alcohols with ees of up to >99% in the presence of 7a (1 mol %). (C) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.11.093

文献信息

• Aminothiol compound
  申请人：——

  公开号：US20040181057A1

  公开（公告）日：2004-09-16

  The present invention discloses an aminothiol compound having a general formula I wherein R 1 -R 5 are substitutable ligands. Such compound can perform as a superior catalyst in an asymmetric addition reaction of organic metal compounds and aldehyde. According to the present invention, the aminothiol compound is needed only less than 0.02% based on main reactants to obtain enantioselectivity higher than 98% enantiomeric excess, whereby the asymmetric reactions can become very economic. 1

  本发明揭示了一种具有一般式I的氨基硫醇化合物，其中R1-R5是可替换的配体。这种化合物可以作为有机金属化合物和醛的不对称加成反应中的优良催化剂。根据本发明，仅需要少于主要反应物的0.02％的氨基硫醇化合物即可获得高于98％对映选择性的对映异构体过量，从而使不对称反应变得非常经济。
• US7335781B2
  申请人：——

  公开号：US7335781B2

  公开（公告）日：2008-02-26
• New β-amino thiols as efficient catalysts for highly enantioselective alkenylzinc addition to aldehydes
  作者：Shi-Liang Tseng、Teng-Kuei Yang

  DOI：10.1016/j.tetasy.2004.11.093

  日期：2005.2

  A series of new optically active beta-amino thiols and thiolacetates prepared from the simple natural amino acid, (S)-(-)-valine, were found to be effective catalysts for the enantioselective addition of alkenylzinc to alclehydes and thereby providing an efficient route for chiral (E)-allylic alcohols with ees of up to >99% in the presence of 7a (1 mol %). (C) 2005 Published by Elsevier Ltd.