2-[(2E)-3,7-dimethylocta-2,6-dienyl]sulfonyl-1,3-benzothiazole | 367274-34-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-[(2E)-3,7-dimethylocta-2,6-dienyl]sulfonyl-1,3-benzothiazole
• CAS: 367274-34-8
• 化学式: C₁₇H₂₁NO₂S₂
• 分子量: 335.491
• InChiKey: UJEBRXSLCZCFGT-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  83.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯丙醛 、 2-[(2E)-3,7-dimethylocta-2,6-dienyl]sulfonyl-1,3-benzothiazole 在 lithium hexamethyldisilazane 作用下， 以 二氯甲烷 为溶剂， 生成 [(3Z,5E)-6,10-dimethylundeca-3,5,9-trienyl]benzene 、 2,6-Dimethyl-11-phenyl-2,6,8-undecatriene
  参考文献：
  名称：

  An expedient approach to E,Z-dienes using the Julia olefination

  摘要：

  New reaction conditions were developed for the synthesis of E,Z-dienes from alpha,beta -unsaturated aldehydes and heteroarylsurfones using the Julia reaction. In most cases under optimal conditions, the selectivity of the olefination reaction is better than 88:12 when a pyridylsulfone was used as the precursor. In addition, novel reaction conditions for the chemoselective oxidation of heteroarylthioethers that are compatible with alkenes and dienes are also reported. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00941-8
• 作为产物：
  描述：

  geranyl mesylate 在 sodium tungstate 、 双氧水 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[(2E)-3,7-dimethylocta-2,6-dienyl]sulfonyl-1,3-benzothiazole
  参考文献：
  名称：

  An expedient approach to E,Z-dienes using the Julia olefination

  摘要：

  New reaction conditions were developed for the synthesis of E,Z-dienes from alpha,beta -unsaturated aldehydes and heteroarylsurfones using the Julia reaction. In most cases under optimal conditions, the selectivity of the olefination reaction is better than 88:12 when a pyridylsulfone was used as the precursor. In addition, novel reaction conditions for the chemoselective oxidation of heteroarylthioethers that are compatible with alkenes and dienes are also reported. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00941-8

文献信息

• C5 BENZOTHIAZOLYL SULFONE COMPOUND, METHOD OF PREPARING THE SAME, METHOD OF PREPARING POLYENE DIALDEHYDE COMPOUND USING THE SAME, AND METHOD OF SYNTHESIZING LYCOPENE USING THE SAME
  申请人：MYONGJI UNIVERSITY INDUSTRY AND ACADEMIA COOPERATION FOUNDATION

  公开号：US20150376175A1

  公开（公告）日：2015-12-31

  Disclosed are a novel C5 benzothiazolyl sulfone compound having an acetal protecting group, a method of preparing the same, and a method of efficiently preparing an apo-carotene dialdehyde compound having a polyene dialdehyde structure using the same. Also, a method of efficiently preparing lycopene by olefination (Julia-Kocienski) between the apo-carotene dialdehyde compound (C20 crocetin dialdehyde) and C10 benzothiazolyl geranyl sulfone is provided.

  公开了一种具有缩醛保护基的新型C5苯并噻唑基磺酮化合物，其制备方法，以及使用该化合物高效制备具有聚烯二醛结构的apo-类胡萝卜二醛化合物的方法。此外，还提供了一种通过apo-类胡萝卜二醛化合物（C20红花素二醛）与C10苯并噻唑基戈壳烯基磺酮之间的烯烃化（朱利亚-科琴斯基反应）高效制备番茄红素的方法。
• US9365561B2
  申请人：——

  公开号：US9365561B2

  公开（公告）日：2016-06-14