(3R,4S,5R)-4-benzoyloxy-3-methyl-5-(tert-butyldiphenylsilyloxymethyl)-dihydro-2(3H)-furanone | 1196678-60-0

• 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: (3R,4S,5R)-4-benzoyloxy-3-methyl-5-(tert-butyldiphenylsilyloxymethyl)-dihydro-2(3H)-furanone
• 英文别名: [(2R,3S,4R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-methyl-5-oxooxolan-3-yl] benzoate
• CAS: 1196678-60-0
• 化学式: C₂₉H₃₂O₅Si
• 分子量: 488.656
• InChiKey: GMOLPHAZNHAYRQ-QGDZQMKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.35
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3S,4S,5R)-4-benzoyloxy-6-(tert-butyldiphenylsilyloxy)-3-methyl-1-hexene 在 臭氧 、 sodium hydroxide 、 水 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 3.0h， 以72%的产率得到(3R,4S,5R)-4-benzoyloxy-3-methyl-5-(tert-butyldiphenylsilyloxymethyl)-dihydro-2(3H)-furanone
  参考文献：
  名称：

  Metal-dependent modulation of diastereoselectivity in the Barbier-type crotylation of (R)-cyclohexylideneglyceraldehyde

  摘要：

  The diastereoselectivity of the Barbier-type crotylation of (R)-cyclohexylideneglyceraldehyde could be tuned by changing the metal atom and solvent. The Ga-mediated reaction in [bmim][Br] produced the best diastereoselectivity, furnishing the all-anti product in good yield. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.08.013

文献信息

• Metal-dependent modulation of diastereoselectivity in the Barbier-type crotylation of (R)-cyclohexylideneglyceraldehyde
  作者：Dibakar Goswami、Angshuman Chattopadhyay、Subrata Chattopadhyay

  DOI：10.1016/j.tetasy.2009.08.013

  日期：2009.9

  The diastereoselectivity of the Barbier-type crotylation of (R)-cyclohexylideneglyceraldehyde could be tuned by changing the metal atom and solvent. The Ga-mediated reaction in [bmim][Br] produced the best diastereoselectivity, furnishing the all-anti product in good yield. (C) 2009 Elsevier Ltd. All rights reserved.