(3aR,7aR)-2-(methylthio)-3a,4,5,6,7,7a-hexahydro-1H-benzo[d]imidazole hydrogen iodide | 1130601-97-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: (3aR,7aR)-2-(methylthio)-3a,4,5,6,7,7a-hexahydro-1H-benzo[d]imidazole hydrogen iodide
• 英文别名: 2-methylthio-trans-3a,4,5,6,7,7a-hexahydro-1H-benzimidazole hydroiodide；(3aR,7aR)-2-methylsulfanyl-3a,4,5,6,7,7a-hexahydro-1H-benzimidazole;hydroiodide
• CAS: 1130601-97-6
• 化学式: C₈H₁₄N₂S*HI
• 分子量: 298.191
• InChiKey: LYMYBJFTMZXQHX-ZJLYAJKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.24
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3aR,7aR)-2-(methylthio)-3a,4,5,6,7,7a-hexahydro-1H-benzo[d]imidazole hydrogen iodide 、 乙二胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以91%的产率得到N(1),N(2)-di((3aR,7aR)-1H-benzo[d]imidazol-2(3H,3aH,4H,5H,6H,7H,7aH)-ylidene)ethane-1,2-diamine
  参考文献：
  名称：

  Reversal of enantioselectivity using tethered bisguanidine catalysts in the aza-Henry reaction

  摘要：

  A series of chiral guanidines were synthesized and shown to efficiently catalyze the aza-Henry reaction. Modifications of the catalyst Structure revealed important selectivity trends as well as an intriguing reversal in stereoselectivity with bisguanidine variants. These compounds were applied to the aza-Henry reaction between N-Boc imines and nitroalkanes generating the beta-nitroamines in up to 77% ee and up to 20:1 diastereoselectivity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.058

文献信息

• Calcium antagonists
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US05106845A1

  公开（公告）日：1992-04-21

  The present invention is directed to a new class of cyclic guanidines of the formula: ##STR1## in which Q is represented by a substituent selected from the group consisting of (CH.sub.2).sub.n in which n is an integer from 2-10, ##STR2## A is a substituent selected from the group consisting of --NH--(CH.sub.2).sub.m in which m is an integer from 0-5, a piperidino substituent, or a piperazino substituent; both Ar and Ar.sub.1 are each independently represented by a phenyl ring, each of which may be optionally substituted with up to 3 substituents, each selected from the group consisting of halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, and trifluoromethyl; and R is represented by either hydrogen or a C.sub.1-4 alkyl; R.sub.1 is represented by hydrogen or a C.sub.1-4 alkyl; the optional isomers and tautomers thereof; and the pharmaceutically acceptable acid addition salts thereof, and their use as calcium antagonists.

  本发明涉及一类新的环状鸟氨酸衍生物，其化学式为：##STR1## 其中Q代表从(CH.sub.2).sub.n中选择的取代基，其中n为2-10的整数，##STR2## A代表从--NH--(CH.sub.2).sub.m，其中m为0-5的整数，哌啶基或哌嗪基中选择的取代基；Ar和Ar.sub.1各自独立地表示苯环，每个苯环可以选择性地用最多3个取代基进行取代，所选取代基包括卤素、C.sub.1-4烷基、C.sub.1-4烷氧基和三氟甲基；R代表氢或C.sub.1-4烷基；R.sub.1代表氢或C.sub.1-4烷基；其可选异构体和互变异构体；以及其药学上可接受的酸加盐，以及它们作为钙拮抗剂的用途。
• US5106845A
  申请人：——

  公开号：US5106845A

  公开（公告）日：1992-04-21
• Reversal of enantioselectivity using tethered bisguanidine catalysts in the aza-Henry reaction
  作者：Helena M. Lovick、Forrest E. Michael

  DOI：10.1016/j.tetlet.2008.12.058

  日期：2009.3

  A series of chiral guanidines were synthesized and shown to efficiently catalyze the aza-Henry reaction. Modifications of the catalyst Structure revealed important selectivity trends as well as an intriguing reversal in stereoselectivity with bisguanidine variants. These compounds were applied to the aza-Henry reaction between N-Boc imines and nitroalkanes generating the beta-nitroamines in up to 77% ee and up to 20:1 diastereoselectivity. (C) 2009 Elsevier Ltd. All rights reserved.