Benzenesulfonic acid (E)-(1R,2S)-1-isopropyl-5-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-2,4-dimethyl-5-oxo-pent-3-enyl ester | 911030-80-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Benzenesulfonic acid (E)-(1R,2S)-1-isopropyl-5-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-2,4-dimethyl-5-oxo-pent-3-enyl ester
• 英文别名: [(E,3R,4S)-2,4,6-trimethyl-7-oxo-7-[(4S)-2-oxo-4-propan-2-yl-1,3-oxazolidin-3-yl]hept-5-en-3-yl] benzenesulfonate
• CAS: 911030-80-3
• 化学式: C₂₂H₃₁NO₆S
• 分子量: 437.557
• InChiKey: MIJWGEKMYDVZJU-GYHCWZPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Benzenesulfonic acid (E)-(1R,2S)-1-isopropyl-5-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-2,4-dimethyl-5-oxo-pent-3-enyl ester 在 manganese(IV) oxide 、 三乙基硼氢化锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 27.0h， 生成 (E)-(R)-2,4,6-Trimethyl-hept-2-enal
  参考文献：
  名称：

  The first total synthesis and structural determination of lagunamycin

  摘要：

  Lagunamycin (1) has been synthesized by using our developed remote stereoinduction, Knorr condensation, periodinane oxidation, and diazonation. This enantioselective synthesis determined the absolute configuration of lagunamycin. Existence of rotational conformers was confirmed by NMR studies. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.06.158
• 作为产物：
  描述：

  苯磺酰氯 、 (4S)-3-[(2E,4S,5R)-5-hydroxy-2,4,6-trimethylhept-2-enoyl]-4-isopropyloxazolidin-2-one 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到Benzenesulfonic acid (E)-(1R,2S)-1-isopropyl-5-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-2,4-dimethyl-5-oxo-pent-3-enyl ester
  参考文献：
  名称：

  The first total synthesis and structural determination of lagunamycin

  摘要：

  Lagunamycin (1) has been synthesized by using our developed remote stereoinduction, Knorr condensation, periodinane oxidation, and diazonation. This enantioselective synthesis determined the absolute configuration of lagunamycin. Existence of rotational conformers was confirmed by NMR studies. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.06.158

文献信息

• The first total synthesis and structural determination of lagunamycin
  作者：Seijiro Hosokawa、Shoichi Kuroda、Keisuke Imamura、Kuniaki Tatsuta

  DOI：10.1016/j.tetlet.2006.06.158

  日期：2006.8

  Lagunamycin (1) has been synthesized by using our developed remote stereoinduction, Knorr condensation, periodinane oxidation, and diazonation. This enantioselective synthesis determined the absolute configuration of lagunamycin. Existence of rotational conformers was confirmed by NMR studies. (c) 2006 Elsevier Ltd. All rights reserved.