(2R,3R,4S,5R,6R)-2-iodomethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran | 224562-85-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5R,6R)-2-iodomethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran
• 英文别名: (2S,3S,4R,5S,6S)-2-(iodomethyl)-3,4,5-tris(phenylmethoxy)-6-prop-2-ynyloxane
• CAS: 224562-85-0
• 化学式: C₃₀H₃₁IO₄
• 分子量: 582.478
• InChiKey: XTRQMMLZRIEZTN-PGVCKJCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  氰化钠 、 (2R,3R,4S,5R,6R)-2-iodomethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Partial synthesis of ciguatoxin (5R)-ABC segment

  摘要：

  An ABC segment of ciguatoxin has been synthesized in a correct enantiomeric form from a D-glucose derivative based on the route for the opposite enantiomer by switching enantiomerism of a pseudosymmetric intermediate. This route, however, has been improved in several steps and ended up with a vinylthioether group for future extension toward the D ring of ciguatoxin molecule. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00041-6
• 作为产物：
  描述：

  methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 在 乙酸酐 、 溶剂黄146 、 二甲基亚砜 、 三氟乙酸 作用下， 以 乙醚 为溶剂， 反应 1.5h， 生成 (2R,3R,4S,5R,6R)-2-iodomethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran
  参考文献：
  名称：

  Partial synthesis of ciguatoxin (5R)-ABC segment

  摘要：

  An ABC segment of ciguatoxin has been synthesized in a correct enantiomeric form from a D-glucose derivative based on the route for the opposite enantiomer by switching enantiomerism of a pseudosymmetric intermediate. This route, however, has been improved in several steps and ended up with a vinylthioether group for future extension toward the D ring of ciguatoxin molecule. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00041-6

文献信息

• Saeeng, Rungnapha; Isobe, Minoru, Heterocycles, 2001, vol. 54, # 2, p. 789 - 798
  作者：Saeeng, Rungnapha、Isobe, Minoru

  DOI：——

  日期：——