(2S,3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-4-[2-hydroxy-eth-(E)-ylidene]-2-methoxy-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-3,5-diol | 214827-33-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-4-[2-hydroxy-eth-(E)-ylidene]-2-methoxy-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-3,5-diol
• 英文别名: (2S,3S,4E,5S,6R)-2-[1-(benzenesulfonyl)-2-methylpropan-2-yl]-4-(2-hydroxyethylidene)-2-methoxy-6-[[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]methyl]oxane-3,5-diol
• CAS: 214827-33-5
• 化学式: C₂₅H₃₈O₉S
• 分子量: 514.637
• InChiKey: MQPMRKYLYUTIDC-MQYJUXCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  140
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2S,3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-4-[2-hydroxy-eth-(E)-ylidene]-2-methoxy-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-3,5-diol 在 N-甲基吲哚酮 、 四丙基高钌酸铵 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到(4S,5S,7R,7aS)-5-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-4-hydroxy-5-methoxy-7-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-4,5,7,7a-tetrahydro-furo[2,3-c]pyran-2-one
  参考文献：
  名称：

  Synthesis of the C17C27 fragment of bryostatin 3

  摘要：

  The key synthetic intermediate corresponding to the C17 - C27 positions of bryostatin 3, has successfully been synthesized. The newly constructed stereogenic centers were unambiguously confirmed by X-ray crystallographic analysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01577-9
• 作为产物：
  描述：

  [(2E)-2-[(2S,3S,5S,6R)-2-[1-(benzenesulfonyl)-2-methylpropan-2-yl]-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2-methoxy-6-[[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]methyl]oxan-4-ylidene]ethoxy]-tert-butyl-diphenylsilane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-4-[2-hydroxy-eth-(E)-ylidene]-2-methoxy-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-3,5-diol
  参考文献：
  名称：

  Synthesis of the C17C27 fragment of bryostatin 3

  摘要：

  The key synthetic intermediate corresponding to the C17 - C27 positions of bryostatin 3, has successfully been synthesized. The newly constructed stereogenic centers were unambiguously confirmed by X-ray crystallographic analysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01577-9

文献信息

• Synthesis of the C17C27 fragment of bryostatin 3
  作者：Tetsuo Obitsu、Ken Ohmori、Yasuyuki Ogawa、Hiroyuki Hosomi、Shigeru Ohba、Shigeru Nishiyama、Shosuke Yamamura

  DOI：10.1016/s0040-4039(98)01577-9

  日期：1998.10

  The key synthetic intermediate corresponding to the C17 - C27 positions of bryostatin 3, has successfully been synthesized. The newly constructed stereogenic centers were unambiguously confirmed by X-ray crystallographic analysis. (C) 1998 Elsevier Science Ltd. All rights reserved.