4-(2''-benzothiazolyl)sulfanylmethyl-2'-[(1'''S),6'''-dimethylhepta-(2'''E),(4'''E)-dienyl]-2,4'-bithiazole | 1093126-43-2

• 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: 4-(2''-benzothiazolyl)sulfanylmethyl-2'-[(1'''S),6'''-dimethylhepta-(2'''E),(4'''E)-dienyl]-2,4'-bithiazole
• 英文别名: 2-[[2-[2-[(2S,3E,5E)-7-methylocta-3,5-dien-2-yl]-1,3-thiazol-4-yl]-1,3-thiazol-4-yl]methylsulfanyl]-1,3-benzothiazole
• CAS: 1093126-43-2
• 化学式: C₂₃H₂₃N₃S₄
• 分子量: 469.72
• InChiKey: DAPCGFFDYJSZGM-MRBRFFFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(2''-benzothiazolyl)sulfanylmethyl-2'-[(1'''S),6'''-dimethylhepta-(2'''E),(4'''E)-dienyl]-2,4'-bithiazole 在 hexaammonium heptamolybdate tetrahydrate 、 双氧水 作用下， 以 乙醇 、 水 为溶剂， 以77%的产率得到4-(2''-benzothiazolyl)sulfonylmethyl-2'-[(1'''S),6'''-dimethylhepta-(2'''E),(4'''E)-dienyl]-2,4'-bithiazole
  参考文献：
  名称：

  First synthesis of (+)-myxothiazol A

  摘要：

  First convergent synthesis of (+)-myxothiazol A(1) was achieved based on modified (one-pot) Julia Olefination between (3,5R)-dimethoxy-(4R)-methyl 6-oxo-(2E)-hexenamide (2), corresponding to left-side of the final molecule, and E-4-2'-(1S,6-dimethylheptadiene)-(2,4'-bis-thiazole)-4-methybenzothiazole sulfone (4) corresponding to right-side. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.125
• 作为产物：
  描述：

  (S)-4-benzothiazolylsulfanylmethyl-2'-(1-benzothiazolylsulfonylmethylethyl)-2,4'-bithiazole 、 (E)-4-methylpent-2-enal 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以59%的产率得到4-(2''-benzothiazolyl)sulfanylmethyl-2'-[(1'''S),6'''-dimethylhepta-(2'''E),(4'''E)-dienyl]-2,4'-bithiazole
  参考文献：
  名称：

  Total synthesis of (+)-myxothiazols A and Z

  摘要：

  The first synthesis of (+)-myxothiazol A 1 was achieved based on a modified Julia olefination between (3,5R)-dimethoxy-(4R)-methyl-6-oxo-(2E)-hexenamide 3, corresponding to the left side of the final molecule, and 4-(2 ''-benzothiazolyl)sulfonylmethyl-2'-[(1'''R),6"'-dimethylhepta-(2"'E),(4"'E)-dienyl]-2,4'-bithiazole 6, corresponding to the right side. The synthesis of (+)-myxothiazol Z 2 was also achieved based on modified Julia olefination between (3,5R)-dimethoxy-(4R)-methyl-6-oxo-(2E)-hexenoate 4, corresponding to left side of the final molecule, and (S)-sulfone 6. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.12.031

文献信息

• First synthesis of (+)-myxothiazol A
  作者：Yuki Iwaki、Masahiro Kaneko、Hiroyuki Akita

  DOI：10.1016/j.tetlet.2008.09.125

  日期：2008.12

  First convergent synthesis of (+)-myxothiazol A(1) was achieved based on modified (one-pot) Julia Olefination between (3,5R)-dimethoxy-(4R)-methyl 6-oxo-(2E)-hexenamide (2), corresponding to left-side of the final molecule, and E-4-2'-(1S,6-dimethylheptadiene)-(2,4'-bis-thiazole)-4-methybenzothiazole sulfone (4) corresponding to right-side. (C) 2008 Elsevier Ltd. All rights reserved.
• Total synthesis of (+)-myxothiazols A and Z
  作者：Yuki Iwaki、Masahiro Kaneko、Hiroyuki Akita

  DOI：10.1016/j.tetasy.2008.12.031

  日期：2009.2

  The first synthesis of (+)-myxothiazol A 1 was achieved based on a modified Julia olefination between (3,5R)-dimethoxy-(4R)-methyl-6-oxo-(2E)-hexenamide 3, corresponding to the left side of the final molecule, and 4-(2 ''-benzothiazolyl)sulfonylmethyl-2'-[(1'''R),6"'-dimethylhepta-(2"'E),(4"'E)-dienyl]-2,4'-bithiazole 6, corresponding to the right side. The synthesis of (+)-myxothiazol Z 2 was also achieved based on modified Julia olefination between (3,5R)-dimethoxy-(4R)-methyl-6-oxo-(2E)-hexenoate 4, corresponding to left side of the final molecule, and (S)-sulfone 6. (C) 2009 Elsevier Ltd. All rights reserved.