(1R)-1-ethoxy-3-methyl-2,5-dihydro-1lambda5-phosphole 1-oxide | 917963-35-0

• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机膦酸及其衍生物
• 英文名称: (1R)-1-ethoxy-3-methyl-2,5-dihydro-1lambda5-phosphole 1-oxide
• 英文别名: (1R)-1-ethoxy-3-methyl-2,5-dihydro-1λ5-phosphole 1-oxide
• CAS: 917963-35-0
• 化学式: C₇H₁₃O₂P
• 分子量: 160.153
• InChiKey: NIGVYSFNBDESKW-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-ethoxy-3-methyl-2,5-dihydro-1H-phosphole 1-oxide 在 (-)-O,O'-dibenzoyl-(2R,3R)-tartaric acid acidic calcium salt 、 氨 、 水 作用下， 生成 (1R)-1-ethoxy-3-methyl-2,5-dihydro-1lambda5-phosphole 1-oxide 、 (1S)-1-ethoxy-3-methyl-2,5-dihydro-1lambda5-phosphole 1-oxide
  参考文献：
  名称：

  使用酒石酸衍生物拆分 P-杂环

  摘要：

  摘要 酒石酸衍生物可有效拆分 3-Phospholene 1-oxides。

  DOI：

  10.1080/10426507.2010.497520

文献信息

• A practical and efficient method for the resolution of 3-phospholene 1-oxides via coordination complex formation¹
  作者：Viktória Ujj、Péter Bagi、József Schindler、János Madarász、Elemér Fogassy、György Keglevich

  DOI：10.1002/chir.20821

  日期：——

  o′‐dibenzoyl‐ or o,o′‐di‐p‐toluyl‐(2R,3R)‐tartaric acid in chiral recognition processes, and the coordination ability of calcium or magnesium ion was developed for the resolution of phospholene oxides 1. The calcium or magnesium salt of (−)‐o,o′‐dibenzoyl‐(2R,3R)‐tartaric acid 2,4‐6 or calcium hydrogen (−)‐o,o′‐di‐p‐toluyl‐(2R,3R)‐tartrate 3 may form crystalline diastereomeric coordination complexes with the

  一个简单的，高效的，经济的方法基于的异常行为的组合Ó，O'二苯甲酰基-或ö，O' -二- p -toluyl-（2R，3R）在手性识别过程-酒石酸，以及发展了钙或镁离子的配位能力，用于拆分磷氧化物1。（ - ） -的钙或镁的盐ö，O'二苯甲酰基- （2R，3R） -酒石酸2，4 - 6或氢钙（ - ） - Ö，O'二- p -toluyl-（2R，3R） -酒石酸盐3可以与取代的3-磷杂环氧化物的对映体相应的非对映体结晶的配位络合物1，使得可能有效分辨率。通过简单地结晶和消化如此形成的相应的非对映体复合物，直接制备旋光性磷烯氧化物1。通过同时TG / DTA研究了结晶非对映异构体配合物的热行为。就叔膦氧化物的拆分而言，该新颖方法可能具有更一般的价值。手性，2010年。©2010 Wiley-Liss，Inc.。
• Chiral P-Heterocycles: Efficient Method for the Resolution of 3-Methyl-3-phospholene 1-Oxides
  作者：Tibor Novak、József Schindler、Viktória Ujj、Mátyás Czugler、Elemér Fogassy、György Keglevich

  DOI：10.1080/10426500701764890

  日期：2008.1.14

  The enantiomers of 1-aryl-, 1-alkyl- and 1-alkoxy-3-methyl-3-phospholene 1-oxides were separated in good yields and in high enantiomeric excesses (up to > 99% ee) by resolution via formation of diastereomeric complexes with (-)-(4R,5R)-4,5-bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane (TADDOL) or (-)-(2R,3R)-alpha,alpha,alpha',alpha'-tetraphenyl-1,4-dioxaspiro[4.5]decan-2,3-dimethanol.
• Resolution of 1-substituted-3-methyl-3-phospholene 1-oxides by molecular complex formation with TADDOL derivatives
  作者：Tibor Novák、Viktória Ujj、József Schindler、Mátyás Czugler、Miklós Kubinyi、Zsuzsa A. Mayer、Elemér Fogassy、György Keglevich

  DOI：10.1016/j.tetasy.2007.11.028

  日期：2007.12

  The antipodes of 1-aryl-, 1-alkyl- and 1-alkoxy-3-methyl-3-phospholene 1-oxides 1a-h and 1-phenyl-3-methyl-3-phospholene 1-sulfide li were separated in good yields and high enantiomeric excesses (Lip to >99% ee) by resolution via formation of diastereomeric complexes with either (-)-(4R,5R)-4,5-bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane 2 (TADDOL) or (-)-(2R,3 R)-alpha,alpha,alpha',alpha'-tetraphenyl-1,4-dioxaspiro[4.5]decan-2,3-dimethanol 3. The stereostructure of the Supramolecular formations and the absolute configurations of the 3-phospholene oxides 1a, le and If were elucidated by single crystal X-ray crystallography. CD spectroscopy was also useful in determining, the absolute configurations of some phospholene oxides 1b, 1c, 1g and 1h. (c) 2007 Elsevier Ltd. All rights reserved.
• Resolution of P-Heterocycles with Tartaric Acid Derivatives
  作者：Viktória Ujj、Péter Bagi、Andrea Laki、Elemér Fogassy、György Keglevich

  DOI：10.1080/10426507.2010.497520

  日期：2011.3.31

  Abstract 3-Phospholene 1-oxides were efficiently resolved by tartaric acid derivatives.

  摘要 酒石酸衍生物可有效拆分 3-Phospholene 1-oxides。