2-methyl-2-(4-tetrahydropyran-4-yloxy)-(1,3)-dithiane | 155853-31-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-methyl-2-(4-tetrahydropyran-4-yloxy)-(1,3)-dithiane
• 英文别名: 2-[4-(2-Methyl-1,3-dithian-2-yl)phenoxy]oxane
• CAS: 155853-31-9
• 化学式: C₁₆H₂₂O₂S₂
• 分子量: 310.481
• InChiKey: UATZKEWMNNGNQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methyl-2-(4-tetrahydropyran-4-yloxy)-(1,3)-dithiane 在 mercury(II) perchlorate 、 Tonsil 、 水 、 sodium hydride 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 5.5h， 生成 2,2-二甲基-6-乙酰基-2H-1-苯并吡喃
  参考文献：
  名称：

  A New Synthesis of Desmethoxyencecalin

  摘要：

  A new synthesis of the title compound using aryllithium salts as key intermediates is described. The synthetic approach is mainly based on a cyclization reaction that mimics the process by which is believed benzopyran rings are formed in nature.

  DOI：

  10.1080/00397919408020776
• 作为产物：
  描述：

  对羟基苯乙酮 在 盐酸 、 三氟化硼乙醚 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 26.0h， 生成 2-methyl-2-(4-tetrahydropyran-4-yloxy)-(1,3)-dithiane
  参考文献：
  名称：

  A New Synthesis of Desmethoxyencecalin

  摘要：

  A new synthesis of the title compound using aryllithium salts as key intermediates is described. The synthetic approach is mainly based on a cyclization reaction that mimics the process by which is believed benzopyran rings are formed in nature.

  DOI：

  10.1080/00397919408020776

文献信息

• Deprotection of dithioacetals using the tantalum(V) chloride catalyzed oxidation of iodide ion by hydrogen peroxide
  作者：Masayuki Kirihara、Aiko Harano、Hiroyuki Tsukiji、Ryu Takizawa、Tomoyuki Uchiyama、Akihiko Hatano

  DOI：10.1016/j.tetlet.2005.06.170

  日期：2005.9

  Dithioacetals can be deprotected to afford carbonyl groups using the tantalum(V) chloride catalyzed oxidation of iodide ion by hydrogen peroxide under mild conditions.

  在温和的条件下，使用过氧化氢通过氯化钽（V）催化的碘离子的氧化，可以使二硫缩醛脱保护得到羰基。
• Deprotection of dithioacetals with 30% hydrogen peroxide catalyzed by tantalum(V) chloride–sodium iodide or niobium(V) chloride–sodium iodide
  作者：Masayuki Kirihara、Takuya Noguchi、Nobuhiro Okajima、Sayuri Naito、Yuki Ishizuka、Aiko Harano、Hiroyuki Tsukiji、Ryu Takizawa

  DOI：10.1016/j.tet.2011.12.012

  日期：2012.2

  The reaction of dithioacetals with 30% hydrogen peroxide in the presence of catalytic amounts of tantalum(V) and iodide ion effectively produced carbonyl compounds in high yields. Dithioacetals also can be deprotected using the niobium(V) catalyzed oxidation of iodide ion by hydrogen peroxide under mild conditions.

  在催化量的钽（V）和碘离子的存在下，二硫缩醛与30％的过氧化氢反应可以高产率有效地生产羰基化合物。二硫缩醛也可以在温和的条件下使用铌（V）催化过氧化氢氧化碘离子来脱保护。
• Environmentally benign deprotection of dithioacetals using 30% hydrogen peroxide catalyzed by Fe(acac)3 and sodium iodide
  作者：Masayuki Kirihara、Satoshi Suzuki、Yuki Ishizuka、Kento Yamazaki、Ryoji Matsushima、Takaya Suzuki、Toshiaki Iwai

  DOI：10.1016/j.tetlet.2013.07.130

  日期：2013.10

  The reaction of dithioacetals with 30% hydrogen peroxide in the presence of catalytic amounts of iron(III) acetylacetonate and sodium iodide efficiently produced the corresponding carbonyl compounds in high yields. (C) 2013 Elsevier Ltd. All rights reserved.
• A New Synthesis of Desmethoxyencecalin
  作者：R. Cruz-Almanza、F. Pérez-Flores、J. Cárdenas、C. Vázquez、A. Fuentes

  DOI：10.1080/00397919408020776

  日期：1994.4

  A new synthesis of the title compound using aryllithium salts as key intermediates is described. The synthetic approach is mainly based on a cyclization reaction that mimics the process by which is believed benzopyran rings are formed in nature.