[(2S,3R)-2-[2-[(2R,4aR,8aS)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]ethyl]oxan-3-yl]oxy-tert-butyl-diphenylsilane | 207690-77-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: [(2S,3R)-2-[2-[(2R,4aR,8aS)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]ethyl]oxan-3-yl]oxy-tert-butyl-diphenylsilane
• CAS: 207690-77-5
• 化学式: C₃₀H₄₂O₅Si
• 分子量: 510.746
• InChiKey: FKQOTRJKUAUASB-MUPNWXRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(2S,3R)-2-[2-[(2R,4aR,8aS)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]ethyl]oxan-3-yl]oxy-tert-butyl-diphenylsilane 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 tert-Butyl-{(2S,3R)-2-[(S)-3-((2R,3S)-2-methoxymethoxymethyl-tetrahydro-pyran-3-yloxy)-3-phenylselanyl-propyl]-tetrahydro-pyran-3-yloxy}-diphenyl-silane
  参考文献：
  名称：

  Convergent and stereoselective method for synthesis of O -linked oxepane ring system by intramolecular radical cyclization

  摘要：

  A new strategy for the construction of O-linked oxepane ring system is described. The present method involves regioselective acetal cleavage by i-Bu2AlSePh and intramolecular radical cyclization by use of beta-alkoxyacrylate. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00338-4
• 作为产物：
  描述：

  (2R,3S)-2-hydroxymethyltetrahydropyran-3-ol 、 3-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-propionaldehyde 在 camphor-10-sulfonic acid 作用下， 以 苯 为溶剂， 生成 [(2S,3R)-2-[2-[(2R,4aR,8aS)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]ethyl]oxan-3-yl]oxy-tert-butyl-diphenylsilane
  参考文献：
  名称：

  Convergent and stereoselective method for synthesis of O -linked oxepane ring system by intramolecular radical cyclization

  摘要：

  A new strategy for the construction of O-linked oxepane ring system is described. The present method involves regioselective acetal cleavage by i-Bu2AlSePh and intramolecular radical cyclization by use of beta-alkoxyacrylate. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00338-4

文献信息

• Convergent and stereoselective method for synthesis of O -linked oxepane ring system by intramolecular radical cyclization
  作者：Makoto Sasaki、Masayuki Inoue、Tetsuji Noguchi、Atsuo Takeichi、Kazuo Tachibana

  DOI：10.1016/s0040-4039(98)00338-4

  日期：1998.4

  A new strategy for the construction of O-linked oxepane ring system is described. The present method involves regioselective acetal cleavage by i-Bu2AlSePh and intramolecular radical cyclization by use of beta-alkoxyacrylate. (C) 1998 Elsevier Science Ltd. All rights reserved.