2,3-Butanediol, 2-(N-phenylcarbamate), (2R,3S)- | 917569-74-5

• 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: 2,3-Butanediol, 2-(N-phenylcarbamate), (2R,3S)-
• 英文别名: [(2R,3S)-3-hydroxybutan-2-yl] N-phenylcarbamate
• CAS: 917569-74-5
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: ATLMQVUYICPQFY-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2R,3S)-2,3-butanediol 、 异氰酸苯酯 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 2,3-Butanediol, 2-(N-phenylcarbamate), (2R,3S)- 、
  参考文献：
  名称：

  Copper complex catalyzed asymmetric monosulfonylation of meso-vic-diols

  摘要：

  A symmetric desymmetrization of meso-vic-diols was performed by tosylation in the presence of copper(II) triflate and (R,R)-Ph-BOX as a catalyst. The method was successfully applied to asymmetric desymmetrization of cyclic and acyclic meso-vic-diols in high enantioselectivity with up to >99% ee. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.104

文献信息

• Asymmetric desymmetrization of meso-vic-diols by carbamoylation catalyzed with a chiral Cu(II) complex
  作者：Kazuya Matsumoto、Masaru Mitsuda、Nobuto Ushijima、Yosuke Demizu、Osamu Onomura、Yoshihiro Matsumura

  DOI：10.1016/j.tetlet.2006.09.150

  日期：2006.11

  Asymmetric desymmetrization of meso-vic-diols was achieved by carbamoylation in the presence of copper triflate and (S,S)-Ph-BOX as a catalyst without any use of bases. The method was successfully applied to asymmetric desymmetrization of five-to eight-membered cyclic meso-vic-diols in high enantioselectivity with up to 93% ee. (c) 2006 Elsevier Ltd. All rights reserved.
• Copper complex catalyzed asymmetric monosulfonylation of meso-vic-diols
  作者：Yosuke Demizu、Kazuya Matsumoto、Osamu Onomura、Yoshihiro Matsumura

  DOI：10.1016/j.tetlet.2007.08.104

  日期：2007.10

  A symmetric desymmetrization of meso-vic-diols was performed by tosylation in the presence of copper(II) triflate and (R,R)-Ph-BOX as a catalyst. The method was successfully applied to asymmetric desymmetrization of cyclic and acyclic meso-vic-diols in high enantioselectivity with up to >99% ee. (C) 2007 Elsevier Ltd. All rights reserved.