(3S,4S)-3,4-bis(methoxymethoxy)pent-1-yne | 342386-01-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S,4S)-3,4-bis(methoxymethoxy)pent-1-yne
• CAS: 342386-01-0
• 化学式: C₉H₁₆O₄
• 分子量: 188.224
• InChiKey: DVPFMAUUJBVYCW-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S,4S)-3,4-bis(methoxymethoxy)pent-1-yne 在 palladium on activated charcoal copper(l) iodide 、 cyclopentadienylW(carbonyl)3 、 氢气 作用下， 以 甲醇 、 二乙胺 为溶剂， 生成 (3R,4S,5S)-3-butyl-4-(methoxymethoxy)-5-methyloxolan-2-one
  参考文献：
  名称：

  Asymmetric synthesis of (−)-epi-blastmycinone and (2R,3S,4S)-3-hydroxy-4-methyl-2-(1′-n-tetradecyl)-butanolide via a tungsten-mediated cyclization reaction

  摘要：

  Enantiocontrolled syntheses of the natural lactones 1 and 2 were achieved based on a tungsten-mediated cyclization. The whole syntheses comprise of six or seven steps from readily available 1-trimethylsilyl-pent-1-yne; the overall yields are 25 and 28% for 1 and 2, respectively. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00189-7
• 作为产物：
  描述：

  在 Bu₄F 作用下， 生成 (3S,4S)-3,4-bis(methoxymethoxy)pent-1-yne
  参考文献：
  名称：

  Asymmetric synthesis of (−)-epi-blastmycinone and (2R,3S,4S)-3-hydroxy-4-methyl-2-(1′-n-tetradecyl)-butanolide via a tungsten-mediated cyclization reaction

  摘要：

  Enantiocontrolled syntheses of the natural lactones 1 and 2 were achieved based on a tungsten-mediated cyclization. The whole syntheses comprise of six or seven steps from readily available 1-trimethylsilyl-pent-1-yne; the overall yields are 25 and 28% for 1 and 2, respectively. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00189-7