O,O-di(tert-butoxycarbonyl)-1,3-propanediol

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: O,O-di(tert-butoxycarbonyl)-1,3-propanediol
• 英文别名: Tert-butyl 3-[(2-methylpropan-2-yl)oxycarbonyloxy]propyl carbonate；tert-butyl 3-[(2-methylpropan-2-yl)oxycarbonyloxy]propyl carbonate
• 化学式: C₁₃H₂₄O₆
• 分子量: 276.33
• InChiKey: OKNPCYZBUQVFPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,4-二溴-2-丁烯 、 O,O-di(tert-butoxycarbonyl)-1,3-propanediol 在 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  乙烯基环丙烷的有机光催化烷基/芳基磺酰化反应

  摘要：

  直接烯丙基磺酰化反应：烯丙基砜是许多生物活性化合物中的重要药效基团。我们报告了一种实用、简单的有机光催化方法，用于在温和条件下使用廉价且稳定的亚磺酸钠盐来获取各种功能化的烯丙基砜衍生物，以克服其合成屏障。

  DOI：

  10.1002/chem.202303187
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 1,3-丙二醇 在 MeIm 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以83%的产率得到O,O-di(tert-butoxycarbonyl)-1,3-propanediol
  参考文献：
  名称：

  Di-tert-butyl Dicarbonate and 4-(Dimethylamino)pyridine Revisited. Their Reactions with Amines and Alcohols¹

  摘要：

  The reaction of BOC2O in the presence and absence of DMAP was examined with some amines, alcohols, diols, amino alcohols, and aminothiols. Often, unusual products were observed depending on the ratio of reagents, reaction time, polarity of solvent, pK(a) of alcohols, or type of amine (primary or secondary). In reactions of aliphatic alcohols with BOC2O/DMAP, we isolated for the first time carbonic-carbonic anhydride intermediates; this helps explain the formation of symmetrical carbonates in addition to the O-BOC products. In the case of secondary amines, we succeeded to isolate unstable carbamic-carbonic anhydride intermediates that in the presence of DMAP led to the final N-BOC product. The effect of N-methylimidazole in place of DMAP was also examined.

  DOI：

  10.1021/jo000257f

文献信息

• Controlled Synthesis of Asymmetric Dialkyl and Cyclic Carbonates Using the Highly Selective Reactions of Imidazole Carboxylic Esters
  作者：Steve P. Rannard、Nicola J. Davis

  DOI：10.1021/ol9908528

  日期：1999.9.1

  [GRAPHICS]A new highly selective synthesis of dialkyl carbonates is described. The procedures rely on the previously unknown selectivity of imidazole carboxylic esters synthesized by the reaction of 1,1'-carbonyldiimidazole with alcohols. The imidazole carboxylic esters of secondary or tertiary alcohols form carbonates through the exclusive reaction with primary alcohols in polyols containing mixtures of primary, secondary, and tertiary hydroxyl groups without the need for protection, Controlled cyclic carbonate formation is also described.
• Pharmaceutical preparation containing an angiotensin II receptor antagonist and a calcium channel blocker
  申请人：Hamaura Takeshi

  公开号：US20090306151A1

  公开（公告）日：2009-12-10

  A pharmaceutical preparation comprising an angiotensin II receptor antagonist, a calcium channel blocker and at least one substance selected from a hydrophilic polymer, an acidic substance and a fluidizing agent. The pharmaceutical preparation demonstrates improved dissolution properties.
• Di-<i>tert</i>-butyl Dicarbonate and 4-(Dimethylamino)pyridine Revisited. Their Reactions with Amines and Alcohols¹
  作者：Yochai Basel、Alfred Hassner

  DOI：10.1021/jo000257f

  日期：2000.10.1

  The reaction of BOC2O in the presence and absence of DMAP was examined with some amines, alcohols, diols, amino alcohols, and aminothiols. Often, unusual products were observed depending on the ratio of reagents, reaction time, polarity of solvent, pK(a) of alcohols, or type of amine (primary or secondary). In reactions of aliphatic alcohols with BOC2O/DMAP, we isolated for the first time carbonic-carbonic anhydride intermediates; this helps explain the formation of symmetrical carbonates in addition to the O-BOC products. In the case of secondary amines, we succeeded to isolate unstable carbamic-carbonic anhydride intermediates that in the presence of DMAP led to the final N-BOC product. The effect of N-methylimidazole in place of DMAP was also examined.
• Organophotocatalyzed Alkyl/Arylsulfonylation of Vinylcyclopropanes
  作者：Palasetty Chandu、Manasi Mallick、Vinjamuri Srinivasu、Devarajulu Sureshkumar

  DOI：10.1002/chem.202303187

  日期：2024.1.22

  A direct allylic sulfonylation reaction: Allyl sulfones are an essential pharmacophore in many bioactive compounds. We report a practical, straightforward organophotocatalyzed methodology for accessing miscellaneously functionalized allyl sulfone derivatives using inexpensive and bench-stable sodium sulfinate salts under mild conditions to combat their synthetic barrier.

  直接烯丙基磺酰化反应：烯丙基砜是许多生物活性化合物中的重要药效基团。我们报告了一种实用、简单的有机光催化方法，用于在温和条件下使用廉价且稳定的亚磺酸钠盐来获取各种功能化的烯丙基砜衍生物，以克服其合成屏障。