(2R)-2,3-epoxy-3-methyl-1-(triphenylmethyl)oxybutane | 356787-05-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (2R)-2,3-epoxy-3-methyl-1-(triphenylmethyl)oxybutane
• 英文别名: (3R)-2,2-dimethyl-3-(trityloxymethyl)oxirane
• CAS: 356787-05-8
• 化学式: C₂₄H₂₄O₂
• 分子量: 344.453
• InChiKey: GOQBDGURBAUORF-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R)-2,3-epoxy-3-methyl-1-(triphenylmethyl)oxybutane 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 diisopropyl-d₀ D-tartrate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 (2R,3S)-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutan-2-ol
  参考文献：
  名称：

  Efficient stereoselective synthesis of a 1-hydroxymethyl-2-methylglycidol derivative

  摘要：

  A highly stereoselective synthesis of (2R.3S)-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutan-2-ol 3, which is a substructure Found in some naturally-occurring bioactive compounds. was achieved starting from commercially available 3-methhyl-2-buten-1-ol 4 in three steps, using two applications of the Sharpless asymmetric epoxidation as the key stereochemistry establishing reactions. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00149-5
• 作为产物：
  描述：

  异戊烯醇 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 4-二甲氨基吡啶 、 D-(-)-酒石酸二乙酯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (2R)-2,3-epoxy-3-methyl-1-(triphenylmethyl)oxybutane
  参考文献：
  名称：

  Efficient stereoselective synthesis of a 1-hydroxymethyl-2-methylglycidol derivative

  摘要：

  A highly stereoselective synthesis of (2R.3S)-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutan-2-ol 3, which is a substructure Found in some naturally-occurring bioactive compounds. was achieved starting from commercially available 3-methhyl-2-buten-1-ol 4 in three steps, using two applications of the Sharpless asymmetric epoxidation as the key stereochemistry establishing reactions. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00149-5

文献信息

• Efficient stereoselective synthesis of a 1-hydroxymethyl-2-methylglycidol derivative
  作者：Ippei Uemura、Ken Yamada、Kayo Sugiura、Hisashi Miyagawa、Tamio Ueno

  DOI：10.1016/s0957-4166(01)00149-5

  日期：2001.4

  A highly stereoselective synthesis of (2R.3S)-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutan-2-ol 3, which is a substructure Found in some naturally-occurring bioactive compounds. was achieved starting from commercially available 3-methhyl-2-buten-1-ol 4 in three steps, using two applications of the Sharpless asymmetric epoxidation as the key stereochemistry establishing reactions. (C) 2001 Elsevier Science Ltd. All rights reserved.