(+)-2,2-dimethyl-propionoc acid 6-{3-[3,4,5-triacetoxy-6-(3,3-bisethylsulfanylpropyl)tetrahydropyran-2-yl]prop-1-ynyl}-3,6-dihydro-2H-pyran-3-yl ester | 339165-35-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+)-2,2-dimethyl-propionoc acid 6-{3-[3,4,5-triacetoxy-6-(3,3-bisethylsulfanylpropyl)tetrahydropyran-2-yl]prop-1-ynyl}-3,6-dihydro-2H-pyran-3-yl ester
• 英文别名: [(3S,6R)-6-[3-[(2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[3,3-bis(ethylsulfanyl)propyl]oxan-2-yl]prop-1-ynyl]-3,6-dihydro-2H-pyran-3-yl] 2,2-dimethylpropanoate
• CAS: 339165-35-4
• 化学式: C₃₁H₄₆O₁₀S₂
• 分子量: 642.832
• InChiKey: UPYPSENEZRHRGN-AHJPRLFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  43
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  174
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  三甲基乙酸酐 、 (+)-2,2-dimethyl-propionoc acid 6-{3-[3,4,5-triacetoxy-6-(3,3-bisethylsulfanylpropyl)tetrahydropyran-2-yl]prop-1-ynyl}-3,6-dihydro-2H-pyran-3-yl ester 生成 2,2-Dimethyl-propionic acid (E)-(S)-1-(2,2-dimethyl-propionyloxymethyl)-3-[(2R,3S,4S,4aR,6R,9aS)-2-((E)-3-ethylsulfanyl-allyl)-3,4-dihydroxy-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-6-yl]-allyl ester
  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：

  (2R,3S,4S,5R,6S)-2-(3,3-Bis-ethylsulfanyl-propyl)-6-(3-trimethylsilanyl-prop-2-ynyl)-tetrahydro-pyran-3,4,5-triol 在 吡啶 、 4-二甲氨基吡啶 、 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (+)-2,2-dimethyl-propionoc acid 6-{3-[3,4,5-triacetoxy-6-(3,3-bisethylsulfanylpropyl)tetrahydropyran-2-yl]prop-1-ynyl}-3,6-dihydro-2H-pyran-3-yl ester
  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：——