(-)-Thujaplicatin trimethyl ether | 10516-73-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: (-)-Thujaplicatin trimethyl ether
• 英文别名: (-)-di-O-methyl thujaplicatin methyl ether；(-)-Di-O-methylthujaplicatin methyl ether；di-O-methylthujaplicatin metyl ether；dimethylthujaplicatin methyl ether；2(3H)-Furanone, dihydro-3-(3,4,5-trimethoxybenzyl)-4-veratryl-, trans-；(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one
• CAS: 10516-73-1
• 化学式: C₂₃H₂₈O₇
• 分子量: 416.471
• InChiKey: QFFURUDOUPSWTF-DLBZAZTESA-N

物化性质

• 保留指数：
  3234.3

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

安全信息

• 海关编码：
  2932209090

反应信息

• 作为反应物：
  描述：

  (-)-Thujaplicatin trimethyl ether 反应 3.0h， 以83%的产率得到pentamethoxyisostegane
  参考文献：
  名称：

  Synthesis of Dibenzocyclooctadienes by Anodic Oxidation

  摘要：

  Several lignoids with dibenzocyclooctadiene skeleton, such as schizandrins, domisins, schizantherins, stegans and kadsurins, have been reported to possess interesting biological activities (WAGNER, 1980: KUPCHAN, 1973) 1,2. Among them steganacin, isolated from Steganotaenia araliaceae Hochst., has been a synthetic target because of its antileukemic activity 2.

  DOI：

  10.1080/00397919108021280
• 作为产物：
  描述：

  (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(3-hydroxy-4,5-dimethoxyphenyl)methyl]oxolan-2-one 生成 (-)-Thujaplicatin trimethyl ether
  参考文献：
  名称：

  KATO, MASSUO J.;YOSHIDA, MASSAYOSHI;GOTTLIEB, OTTO R., PHYTOCHEMISTRY, 29,(1990) N, C. 1799-1810

  摘要：

  DOI：

文献信息

• Asymmetric Chemoenzymatic Synthesis of (−)‐Podophyllotoxin and Related Aryltetralin Lignans
  作者：Jian Li、Xiao Zhang、Hans Renata

  DOI：10.1002/anie.201904102

  日期：2019.8.19

  (−)‐Podophyllotoxin is one of the most potent microtubule depolymerizing agents and has served as an important lead compound in antineoplastic drug discovery. Reported here is a short chemoenzymatic total synthesis of (−)‐podophyllotoxin and related aryltetralin lignans. Vital to this approach is the use of an enzymatic oxidative C−C coupling reaction to construct the tetracyclic core of the natural

  （-）-鬼臼毒素是最有效的微管解聚剂之一，在抗肿瘤药物的发现中起着重要的先导化合物的作用。这里报道的是（-）-鬼臼毒素和相关芳基四氢木脂素的短促化学酶法全合成。这种方法的关键是使用酶促氧化性C-C偶联反应以非对映选择性的方式构建天然产物的四环核。该策略允许以克级获得（-）-脱氧鬼臼毒素，并且很容易适应相关芳基四氢木脂素的制备。
• KATO, MASSUO J.;YOSHIDA, MASSAYOSHI;GOTTLIEB, OTTO R., PHYTOCHEMISTRY, 29,(1990) N, C. 1799-1810
  作者：KATO, MASSUO J.、YOSHIDA, MASSAYOSHI、GOTTLIEB, OTTO R.

  DOI：——

  日期：——
• CAMBIE, RICHARD C.;CRAW, PETER A.;RUTLEDGE, PETER S.;WOODGATE, PAUL D., AUSTRAL. J. CHEM., 41,(1988) N 6, C. 897-918
  作者：CAMBIE, RICHARD C.、CRAW, PETER A.、RUTLEDGE, PETER S.、WOODGATE, PAUL D.

  DOI：——

  日期：——
• Synthesis of Dibenzocyclooctadienes by Anodic Oxidation
  作者：João B. Fernandes、Regina L. Fraga、Milton D. Capelato、Paulo C. Vierira、Massayoshi Yoshida、Massuo J. Kato

  DOI：10.1080/00397919108021280

  日期：1991.6

  Several lignoids with dibenzocyclooctadiene skeleton, such as schizandrins, domisins, schizantherins, stegans and kadsurins, have been reported to possess interesting biological activities (WAGNER, 1980: KUPCHAN, 1973) 1,2. Among them steganacin, isolated from Steganotaenia araliaceae Hochst., has been a synthetic target because of its antileukemic activity 2.