tert-butyl-dimethyl-[(4R,5S)-5-methyl-4-phenylmethoxyhept-6-enoxy]silane | 1027371-63-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl-dimethyl-[(4R,5S)-5-methyl-4-phenylmethoxyhept-6-enoxy]silane
• CAS: 1027371-63-6
• 化学式: C₂₁H₃₆O₂Si
• 分子量: 348.601
• InChiKey: ACSJXZZTQALIBR-AZUAARDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl-dimethyl-[(4R,5S)-5-methyl-4-phenylmethoxyhept-6-enoxy]silane 在 偶氮二甲酸二异丙酯 、 四丁基氟化铵 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 20.5h， 生成 2-[(4R,5S)-5-methyl-4-phenylmethoxyhept-6-enyl]isoindole-1,3-dione
  参考文献：
  名称：

  Synthesis of Bistramide A

  摘要：

  We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype delta. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening/cross-metathesis sequence employing a highly strained cyclopropenone acetal. The synthesis afforded the final target with the longest linear sequence of 15 steps and provided unambiguous structural determination of bistramide A, including assignment of the previously unknown C(37) stereochemistry.

  DOI：

  10.1021/ja046588h
• 作为产物：
  描述：

  溴甲苯 、 (3S,4R)-7-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-hept-1-en-4-ol 在 potassium hydride 、 四丁基碘化铵 作用下， 以 四氢呋喃 为溶剂， 反应 18.33h， 生成 tert-butyl-dimethyl-[(4R,5S)-5-methyl-4-phenylmethoxyhept-6-enoxy]silane
  参考文献：
  名称：

  Synthesis of Bistramide A

  摘要：

  We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype delta. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening/cross-metathesis sequence employing a highly strained cyclopropenone acetal. The synthesis afforded the final target with the longest linear sequence of 15 steps and provided unambiguous structural determination of bistramide A, including assignment of the previously unknown C(37) stereochemistry.

  DOI：

  10.1021/ja046588h

文献信息

• SYNTHESIS AND ANTICANCER ACTIVITY OF NEW ACTIN-TARGETING SMALL-MOLECULE AGENTS
  申请人：Kozmin Sergey A.

  公开号：US20100217019A1

  公开（公告）日：2010-08-26

  The present invention provides a novel bistramide analog useful for treating various types of cancer.

  本发明提供了一种新型的双三胺类似物，可用于治疗各种类型的癌症。
• Synthesis of Bistramide A
  作者：Alexander V. Statsuk、Dong Liu、Sergey A. Kozmin

  DOI：10.1021/ja046588h

  日期：2004.8.1

  We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype delta. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening/cross-metathesis sequence employing a highly strained cyclopropenone acetal. The synthesis afforded the final target with the longest linear sequence of 15 steps and provided unambiguous structural determination of bistramide A, including assignment of the previously unknown C(37) stereochemistry.