methyl (E)-6-<4-<(tert-butyldimethylsilyl)oxy>-1,3-dihydro-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl>-4-methyl-4-hexenoate | 172151-13-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: methyl (E)-6-<4-<(tert-butyldimethylsilyl)oxy>-1,3-dihydro-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl>-4-methyl-4-hexenoate
• 英文别名: methyl (E) 6-(4-t-butyldimethylsilyloxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-4-methyl-4-hexenoate；methyl (E)-6-[4-[tert-butyl(dimethyl)silyl]oxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl]-4-methylhex-4-enoate
• CAS: 172151-13-2
• 化学式: C₂₄H₃₆O₆Si
• 分子量: 448.632
• InChiKey: ANLGTFYZYSZVNA-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  methyl (E)-6-<4-<(tert-butyldimethylsilyl)oxy>-1,3-dihydro-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl>-4-methyl-4-hexenoate 在 二甲基硫 作用下， 以 甲醇 为溶剂， 生成 2-(4-((tert-butyldimethylsilyl)oxy)-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)acetaldehyde
  参考文献：
  名称：

  5-substituted derivatives of mycophenolic acid

  摘要：

  揭示的己烯酸侧链衍生物是治疗代理，有利于治疗与己烯酸和/或麦考酚酯有关的疾病状态，包括免疫、炎症、肿瘤、增殖、病毒或银屑病等疾病。

  公开号：

  US05493030A1
• 作为产物：
  描述：

  霉酚酸 在 咪唑 、 硫酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 methyl (E)-6-<4-<(tert-butyldimethylsilyl)oxy>-1,3-dihydro-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl>-4-methyl-4-hexenoate
  参考文献：
  名称：

  Asymmetric Synthesis and Stereochemical Assignment of RS-97613, a Potent Immunosuppressive and Antiinflammatory Agent

  摘要：

  DOI：

  10.1021/jo951883t

文献信息

• Structure−Activity Relationships for Inhibition of Inosine Monophosphate Dehydrogenase by Nuclear Variants of Mycophenolic Acid
  作者：Peter H. Nelson、Stephen F. Carr、Bruce H. Devens、Elsie M. Eugui、Fidencio Franco、Carlos Gonzalez、Ronald C. Hawley、David G. Loughhead、David J. Milan、Eva Papp、John W. Patterson、Sussan Rouhafza、Eric B. Sjogren、David B. Smith、Rebecca A. Stephenson、Francisco X. Talamas、Ann-Marie Waltos、Robert J. Weikert、John C. Wu

  DOI：10.1021/jm9603633

  日期：1996.1.1

  Structure-activity relationships in the region of the phthalide ring of the inosine monophosphate dehydrogenase inhibitor mycophenolic acid have been explored. Replacement of the lactone ring with other cyclic moieties resulted in loss of potency, especially for larger groups. Replacement of the ring by acyclic substituents also indicated a strong sensitivity to steric bulk. A phenolic hydroxyl group, with an adjacent hydrogen bond acceptor, was found to be essential for high potency. The aromatic methyl group was essential for activity; the methoxyl group could be replaced by ethyl to give a compound with 2-4 times the potency of mycophenolic acid in vitro and in vivo.
• 5-substituted derivatives of mycophenolic acid
  申请人：Syntex (U.S.A.) Inc.

  公开号：US05493030A1

  公开（公告）日：1996-02-20

  The disclosed hexenoic acid side-chain derivatives of mycophenolic acid are therapeutic agents advantageous in the treatment of disease states indicated for mycophenolic acid and/or mycophenolate mofetil, including immune, inflammatory, tumor, proliferative, viral or psoriatic disorders.

  揭示的己烯酸侧链衍生物是治疗代理，有利于治疗与己烯酸和/或麦考酚酯有关的疾病状态，包括免疫、炎症、肿瘤、增殖、病毒或银屑病等疾病。
• Asymmetric Synthesis and Stereochemical Assignment of RS-97613, a Potent Immunosuppressive and Antiinflammatory Agent
  作者：David B. Smith、Ann Marie Waltos、David G. Loughhead、Robert J. Weikert、David J. Morgans、John C. Rohloff、John O. Link、Rong-rong Zhu

  DOI：10.1021/jo951883t

  日期：1996.1.1