trans-1-chloro-2-ethoxycarbonylaminoindane | 75287-71-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: trans-1-chloro-2-ethoxycarbonylaminoindane
• 英文别名: ethyl N-[(1S,2S)-1-chloro-2,3-dihydro-1H-inden-2-yl]carbamate
• CAS: 75287-71-7；75287-72-8
• 化学式: C₁₂H₁₄ClNO₂
• 分子量: 239.702
• InChiKey: NPAKIBSOTNOMFJ-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-1-chloro-2-ethoxycarbonylaminoindane 在 对甲苯磺酸 potassium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 20.5h， 生成 ((1S,2S)-1-Phenylamino-indan-2-yl)-carbamic acid ethyl ester
  参考文献：
  名称：

  1,2-二氨基茚满的立体选择性合成：邻二胺的一种新方法

  摘要：

  茚经立体定向转化为顺式和反式1，2-二氨基茚满衍生物说明了一种合成不对称N-取代邻二胺的新方法。

  DOI：

  10.1016/s0040-4039(00)84351-8
• 作为产物：
  描述：

  2,3-二氢-1H-茚-1-醇 在 对甲苯磺酸 、 sodium hydrogensulfite 作用下， 以 甲苯 为溶剂， 生成 trans-1-chloro-2-ethoxycarbonylaminoindane
  参考文献：
  名称：

  Thrombin inhibitors based on [5,5] trans-fused indane lactams

  摘要：

  A series of trans-fused lactams containing the indane nucleus has been prepared. Compound 19 has much enhanced plasma stability compared with its lactone counterpart and shows appreciable in vitro anticoagulant activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00244-9

文献信息

• Stereospecific cis radical addition. Convincing evidence for a 1,3-radical transfer reaction
  作者：Brian J. Walker、Peter J. Wrobel

  DOI：10.1039/c39800000462

  日期：——

  The addition of ethyl NN-dichlorocarbamate or NN-dichlorophosphoramidates to five-membered cyclic alkenes at 0 °C is stereospecific and cis; these results are conveniently explained by a 1,3-atom shift mechanism.

  在0°C下，将NN-二氯氨基甲酸乙酯或NN-二氯磷酰胺酸乙酯加到五元环烯烃中是顺式和顺式的。这些结果可以通过1，3-原子移位机制方便地解释。
• Stereoselective construction of vicinal diamines. Part 1. Synthesis of fused pyrazines
  作者：Barry S. Orlek、Gary T. Borrett、Duncan M. Smith

  DOI：10.1039/p19930001299

  日期：——

  A stereoselective approach to the construction of trans-1,2-diaminoindanes 8a, b and trans-1,2-diaminotetralins 9a, b is described. The trans-adducts 4 and 5, derived from the addition of N,N-dichlorourethane to indene and 1,2-dihydronaphthalene, react with aryl amines to give trans-diamines 8a, b and 9a, b via the protonated oxazoline intermediates 13 and 14. Elaboration of vicinal diamines 8a, b and 9a, b affords the diazabenzocycloheptafluorene 2 and dibenzopyrazinobenzazepine 3, respectively.
• Stereoselective construction of vicinal diamines. Part 2. Synthesis of indenopyrazines
  作者：Barry S. Orlek、Diane Lightowler

  DOI：10.1039/p19930001307

  日期：——

  The trans-adduct 8 derived from indene and N,N-dichlorourethane serves as a precursor for the cis-1,2-diaminoindane 6 and the trans-diamines 7 and 14. Conversion of 6 and 14 into the triazabenzocyclo-heptafluorenes 1 and 2, respectively, via the indenopyrazines 4 and 5 is described.
• Thrombin inhibitors based on [5,5] trans-fused indane lactams
  作者：Martin Pass、Said Abu-Rabie、Andrew Baxter、Richard Conroy、Steven J Coote、Andrew P Craven、Harry Finch、Seán Hindley、Henry A Kelly、Andrew W Lowdon、Edward McDonald、William L Mitchell、Neil A Pegg、Pan A Procopiou、Nigel G Ramsden、Rhian Thomas、Dawn A Walker、Nigel S Watson、Harren Jhoti、Christopher J Mooney、Chi-Man Tang、Pamela J Thomas、Simon Parry、Champa Patel

  DOI：10.1016/s0960-894x(99)00244-9

  日期：1999.6

  A series of trans-fused lactams containing the indane nucleus has been prepared. Compound 19 has much enhanced plasma stability compared with its lactone counterpart and shows appreciable in vitro anticoagulant activity. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Stereoselective synthesis of 1,2-diaminoindans: A novel approach to vicinal diamines
  作者：Barry S. Orlek

  DOI：10.1016/s0040-4039(00)84351-8

  日期：1986.1

  A new approach to the synthesis of unsymmetrical N-substituted vicinal diamines is illustrated by the stereospecific conversion of indene into cis and trans1,2-diaminoindan derivatives.

  茚经立体定向转化为顺式和反式1，2-二氨基茚满衍生物说明了一种合成不对称N-取代邻二胺的新方法。