7-[3-(benzyloxy)propyl]-6,7-dihdyro-3H-[1,2]oxathiepine-2,2-dioxide | 575452-60-7

• 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: 7-[3-(benzyloxy)propyl]-6,7-dihdyro-3H-[1,2]oxathiepine-2,2-dioxide
• 英文别名: 7-(3-phenylmethoxypropyl)-6,7-dihydro-3H-oxathiepine 2,2-dioxide
• CAS: 575452-60-7
• 化学式: C₁₅H₂₀O₄S
• 分子量: 296.387
• InChiKey: MKZDUDZREBNKNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-[3-(benzyloxy)propyl]-6,7-dihdyro-3H-[1,2]oxathiepine-2,2-dioxide 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.25h， 生成 (6Z)-1-benzyloxy-8-methylnona-6,8-dien-4-ol
  参考文献：
  名称：

  Reactivity of unsaturated sultones synthesized from unsaturated alcohols by ring-closing metathesis. Application to the racemic synthesis of the originally proposed structure of mycothiazole

  摘要：

  Unsaturated sultones have been synthesized from various primary or secondary alkenols by ring-closing metathesis of the corresponding unsaturated sulfonates. By treatment with a strong base, beta,gamma-unsaturated sultones can be metalated and subsequently alkylated with electrophiles. When iodomethylmagnesium chloride was selected as the electrophile, seven-membered ring beta,gamma-unsaturated sultones were converted into homoallylic conjugated (Z)-dienols. This methodology was applied to the racemic synthesis of the originally proposed structure of the marine natural product mycothiazole. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.010
• 作为产物：
  描述：

  7-(benzyloxy)hept-1-en-4-ol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 三乙胺 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 7-[3-(benzyloxy)propyl]-6,7-dihdyro-3H-[1,2]oxathiepine-2,2-dioxide
  参考文献：
  名称：

  Flohic, Alexandre Le; Meyer, Christophe; Cossy, Janine, Synlett, 2003, # 5, p. 667 - 670

  摘要：

  DOI：

文献信息

• Flohic, Alexandre Le; Meyer, Christophe; Cossy, Janine, Synlett, 2003, # 5, p. 667 - 670
  作者：Flohic, Alexandre Le、Meyer, Christophe、Cossy, Janine、Desmurs, Jean-Roger、Galland, Jean-Christophe

  DOI：——

  日期：——
• Reactivity of unsaturated sultones synthesized from unsaturated alcohols by ring-closing metathesis. Application to the racemic synthesis of the originally proposed structure of mycothiazole
  作者：Alexandre Le Flohic、Christophe Meyer、Janine Cossy

  DOI：10.1016/j.tet.2006.07.010

  日期：2006.9

  Unsaturated sultones have been synthesized from various primary or secondary alkenols by ring-closing metathesis of the corresponding unsaturated sulfonates. By treatment with a strong base, beta,gamma-unsaturated sultones can be metalated and subsequently alkylated with electrophiles. When iodomethylmagnesium chloride was selected as the electrophile, seven-membered ring beta,gamma-unsaturated sultones were converted into homoallylic conjugated (Z)-dienols. This methodology was applied to the racemic synthesis of the originally proposed structure of the marine natural product mycothiazole. (c) 2006 Elsevier Ltd. All rights reserved.