(3bS)-8-(4-methoxyphenyl)-7a,8a-dimethyl-3t-[(3E,3aS-cis)-2-oxo-4,6a-dihydro-2H-cyclopenta[b]furan-3(3aH)-ylidenemethoxy]-3at,4,5,6,7,7at,8,8at-octahydro-3br,8c-etheno-3bH-indeno[1,2-c]furan-1(3H)-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (3bS)-8-(4-methoxyphenyl)-7a,8a-dimethyl-3t-[(3E,3aS-cis)-2-oxo-4,6a-dihydro-2H-cyclopenta[b]furan-3(3aH)-ylidenemethoxy]-3at,4,5,6,7,7at,8,8at-octahydro-3br,8c-etheno-3bH-indeno[1,2-c]furan-1(3H)-one
• 英文别名: (1S,2R,3R,6R,7S,8S)-3-[(E)-[(3aS,6aS)-2-oxo-4,6a-dihydro-3aH-cyclopenta[b]furan-3-ylidene]methoxy]-7-(4-methoxyphenyl)-6,8-dimethyl-4-oxatetracyclo[5.5.2.01,8.02,6]tetradec-13-en-5-one
• 化学式: C₃₀H₃₂O₆
• 分子量: 488.58
• InChiKey: DVGBNEWRWAASDI-IYDIECNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3bS)-8-(4-methoxyphenyl)-7a,8a-dimethyl-3t-[(3E,3aS-cis)-2-oxo-4,6a-dihydro-2H-cyclopenta[b]furan-3(3aH)-ylidenemethoxy]-3at,4,5,6,7,7at,8,8at-octahydro-3br,8c-etheno-3bH-indeno[1,2-c]furan-1(3H)-one 在 lithium tri(t-butoxy)aluminum hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 21.0~500.0 ℃ 、1000.0 MPa 条件下， 反应 78.75h， 生成 (3bS)-3t-hydroxy-8-(4-methoxyphenyl)-7a,8a-dimethyl-3at,4,5,6,7,7at,8,8at-octahydro-3br,8c-etheno-3bH-indeno[1,2-c]furan-1,3-dione
  参考文献：
  名称：

  Use of Winterfeldt's template to control the C-2′ configuration in the synthesis of strigol-type compounds

  摘要：

  A route comprising (i) a cycloaddition reaction of citraconic anhydride with the Winterfeldt auxiliary, (ii) hydride reduction of the cycloadduct, (iii) a (formal) ether formation, and (iv) a cycloreversion reaction allows efficient stereocontrol at C-2' in the synthesis of strigol and its structural analogues. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00077-5
• 作为产物：
  描述：

  (+-)-cis-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one 在 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 37.0h， 生成 (3bS)-8-(4-methoxyphenyl)-7a,8a-dimethyl-3t-[(3E,3aS-cis)-2-oxo-4,6a-dihydro-2H-cyclopenta[b]furan-3(3aH)-ylidenemethoxy]-3at,4,5,6,7,7at,8,8at-octahydro-3br,8c-etheno-3bH-indeno[1,2-c]furan-1(3H)-one
  参考文献：
  名称：

  Use of Winterfeldt's template to control the C-2′ configuration in the synthesis of strigol-type compounds

  摘要：

  A route comprising (i) a cycloaddition reaction of citraconic anhydride with the Winterfeldt auxiliary, (ii) hydride reduction of the cycloadduct, (iii) a (formal) ether formation, and (iv) a cycloreversion reaction allows efficient stereocontrol at C-2' in the synthesis of strigol and its structural analogues. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00077-5

文献信息

• Use of Winterfeldt's template to control the C-2′ configuration in the synthesis of strigol-type compounds
  作者：Susanne Röhrig、Lothar Hennig、Matthias Findeisen、Peter Welzel、Dietrich Müller

  DOI：10.1016/s0040-4020(98)00077-5

  日期：1998.4

  A route comprising (i) a cycloaddition reaction of citraconic anhydride with the Winterfeldt auxiliary, (ii) hydride reduction of the cycloadduct, (iii) a (formal) ether formation, and (iv) a cycloreversion reaction allows efficient stereocontrol at C-2' in the synthesis of strigol and its structural analogues. (C) 1998 Elsevier Science Ltd. All rights reserved.