1,2-di-O-benzyl-3-(8'-drimen-11'-yl)-4-O-methylbenzenetriol | 208102-89-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-di-O-benzyl-3-(8'-drimen-11'-yl)-4-O-methylbenzenetriol
• 英文别名: (4aS,8aS)-8-[[6-methoxy-2,3-bis(phenylmethoxy)phenyl]methyl]-4,4,7,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalene
• CAS: 208102-89-0
• 化学式: C₃₆H₄₄O₃
• 分子量: 524.744
• InChiKey: PUONXIQQPVOOPT-MSEJLTFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-di-O-benzyl-3-(8'-drimen-11'-yl)-4-O-methylbenzenetriol 在 镍 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 15.0h， 以81%的产率得到3-[[(4aS,8aS)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]-4-methoxybenzene-1,2-diol
  参考文献：
  名称：

  Synthesis of wiedendiol-A and wiedendiol-B from labdane diterpenes

  摘要：

  Two efficient enantiospecific syntheses of wiedendiol-A (1) from (-)-sclareol (7), via 11-bromo-8-drimene (11) and 8-drimen-11-al (3), are reported. The first enantiospecific synthesis of wiedendiol-B (2), via 8S,9S-driman-11-al (26), by two alternative routes starting from 7 and (+)-cis-abienol (8) is also described. 21 prepared from protocatechualdehyde (17) was used as aromatic synthon for preparing 1 and 2. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00235-x
• 作为产物：
  描述：

  3,4-二苄氧基苯甲醛 在 sodium hydroxide 、 正丁基锂 、 四甲基乙二胺 、 sodium hydride 、 sodium cyanoborohydride 、 间氯过氧苯甲酸 、 zinc(II) iodide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 18.66h， 生成 1,2-di-O-benzyl-3-(8'-drimen-11'-yl)-4-O-methylbenzenetriol
  参考文献：
  名称：

  Synthesis of wiedendiol-A and wiedendiol-B from labdane diterpenes

  摘要：

  Two efficient enantiospecific syntheses of wiedendiol-A (1) from (-)-sclareol (7), via 11-bromo-8-drimene (11) and 8-drimen-11-al (3), are reported. The first enantiospecific synthesis of wiedendiol-B (2), via 8S,9S-driman-11-al (26), by two alternative routes starting from 7 and (+)-cis-abienol (8) is also described. 21 prepared from protocatechualdehyde (17) was used as aromatic synthon for preparing 1 and 2. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00235-x

文献信息

• Synthesis of wiedendiol-A and wiedendiol-B from labdane diterpenes
  作者：Alejandro F. Barrero、Enrique J. Alvarez-Manzaneda、Rachid Chahboun

  DOI：10.1016/s0040-4020(98)00235-x

  日期：1998.5

  Two efficient enantiospecific syntheses of wiedendiol-A (1) from (-)-sclareol (7), via 11-bromo-8-drimene (11) and 8-drimen-11-al (3), are reported. The first enantiospecific synthesis of wiedendiol-B (2), via 8S,9S-driman-11-al (26), by two alternative routes starting from 7 and (+)-cis-abienol (8) is also described. 21 prepared from protocatechualdehyde (17) was used as aromatic synthon for preparing 1 and 2. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.