(1S,4R,5R,8R)-4-乙氧基-8-(对甲苯磺酰氧基)-2,6-二氧杂双环[3.3.0]辛烷 | 1030601-16-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (1S,4R,5R,8R)-4-乙氧基-8-(对甲苯磺酰氧基)-2,6-二氧杂双环[3.3.0]辛烷
• 英文名称: (1S,4R,5R,8R)-4-ethoxy-8-(p-toluenesulfonyloxy)-2,6-dioxabicyclo[3.3.0]octane
• 英文别名: [(3R,3aR,6R,6aS)-3-ethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] 4-methylbenzenesulfonate
• CAS: 1030601-16-1
• 化学式: C₁₅H₂₀O₆S
• 分子量: 328.386
• InChiKey: NBXQBQIMSVLQSV-KBUPBQIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1S,4R,5R,8R)-4-乙氧基-8-(对甲苯磺酰氧基)-2,6-二氧杂双环[3.3.0]辛烷 、 苄胺 反应 12.0h， 以60%的产率得到(1R,4R,5R,8S)-4-ethoxy-8-(benzylamino)-2,6-dioxabicyclo[3.3.0]octane
  参考文献：
  名称：

  Novel carbohydrate-based chiral ammonium ionic liquids derived from isomannide

  摘要：

  This report describes the synthesis and characterization of novel carbohydrate-based chiral ammonium ionic liquids using isomannide as a biorenewable substrate. The diastereomeric interactions of these chiral ammonium ionic liquids with racemic Mosher's acid salt have been studied using NMR, which indicates their participation in chiral discrimination and shows their potential applications in chiral resolution. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.02.009
• 作为产物：
  描述：

  溴乙烷 、 (3R,3aS,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl 4-methylbenzenesulfonate 在 氢氧化钾 、 四丁基溴化铵 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以85%的产率得到(1S,4R,5R,8R)-4-乙氧基-8-(对甲苯磺酰氧基)-2,6-二氧杂双环[3.3.0]辛烷
  参考文献：
  名称：

  Novel carbohydrate-based chiral ammonium ionic liquids derived from isomannide

  摘要：

  This report describes the synthesis and characterization of novel carbohydrate-based chiral ammonium ionic liquids using isomannide as a biorenewable substrate. The diastereomeric interactions of these chiral ammonium ionic liquids with racemic Mosher's acid salt have been studied using NMR, which indicates their participation in chiral discrimination and shows their potential applications in chiral resolution. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.02.009

文献信息

• [EN] ISOMANNIDE DERIVATIVES AND THEIR USE AS TASTANTS<br/>[FR] DÉRIVÉS D’ISOMANNIDE ET LEUR UTILISATION COMME SUBSTANCES DONNANT DU GOÛT
  申请人：SENOMYX INC

  公开号：WO2011002871A2

  公开（公告）日：2011-01-06

  The present invention provides isomannide derivatives having structural formula (I) as shown below and certain subgenera or species thereof, as flavoring agents or tastants, flavor or taste modifiers, and/or flavor/taste enhancers, particularly, savory ("umami") flavoring agent or tastant, savory taste modifiers, and/or savory flavor enhancers, for ingestible compositions. The present invention also provides methods of preparing isomannide derivatives having the structural formula (II) shown below and certain subgenera or species thereof. Formulae (I) and (II).
• Novel carbohydrate-based chiral ammonium ionic liquids derived from isomannide
  作者：Vineet Kumar、Cao Pei、Carl E. Olsen、Susan J.C. Schäffer、Virinder S. Parmar、Sanjay V. Malhotra

  DOI：10.1016/j.tetasy.2008.02.009

  日期：2008.4

  This report describes the synthesis and characterization of novel carbohydrate-based chiral ammonium ionic liquids using isomannide as a biorenewable substrate. The diastereomeric interactions of these chiral ammonium ionic liquids with racemic Mosher's acid salt have been studied using NMR, which indicates their participation in chiral discrimination and shows their potential applications in chiral resolution. (c) 2008 Elsevier Ltd. All rights reserved.