(2R,3R,4S,5R,6R)-2-(3,3-bis(ethylthio)propyl)-6-(2-propynyl)tetrahydropyran | 339165-32-1

• 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-(3,3-bis(ethylthio)propyl)-6-(2-propynyl)tetrahydropyran
• 英文别名: (2R,3S,4S,5R,6S)-2-[3,3-bis(ethylsulfanyl)propyl]-6-prop-2-ynyloxane-3,4,5-triol
• CAS: 339165-32-1
• 化学式: C₁₅H₂₆O₄S₂
• 分子量: 334.501
• InChiKey: NRHRROYXQXMNSM-WPTOEGHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6R)-2-(3,3-bis(ethylthio)propyl)-6-(2-propynyl)tetrahydropyran 在 吡啶 、 乙基溴化镁 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3R,4S,5R,6R)-2-(3,3-bis(ethylthio)propyl)-6-(3-trimethylsilyl-2-propynyl)-3,4,5-trisacetoxytetrahydropyran
  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：

  乙硫醇 、 (2R,3R,4S,5R,6R)-2-(3-methoxy-2-propenyl)-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3R,4S,5R,6R)-2-(3,3-bis(ethylthio)propyl)-6-(2-propynyl)tetrahydropyran
  参考文献：
  名称：

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

  摘要：

  DOI：

文献信息

• Partial synthesis of ciguatoxin (5R)-ABC segment
  作者：Rungnapha Saeeng、Minoru Isobe

  DOI：10.1016/s0040-4039(99)00041-6

  日期：1999.3

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

  DOI：——

  日期：——