| 1054315-69-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1054315-69-3
• 化学式: C₄₂H₇₆N₂O₇SSi₂
• 分子量: 809.312
• InChiKey: NVGLZDSRCPAPFO-VIEVFOJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.78
• 重原子数：
  54.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  104.26
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  (E)-(2S,9S,10S,11R,14S)-10,14-bis(tert-butyldimethylsilanyloxy)-9,11,13,13-tetramethyl-2-[(E)-2-methyl-2-(2-methylthiazol-4-yl)-vinyl]-12,16-dioxo-1-oxa-5-aza-cyclohexadec-7-ene-5-carboxylic acid tert-butyl ester 在 Wilkinson's catalyst 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以70%的产率得到
  参考文献：
  名称：

  Synthesis of 12-aza analogs of epothilones and (E)-9,10-dehydroepothilones

  摘要：

  N-Boc-12-aza-epothilone analog (azathilone) 1 is a potent inhibitor of human cancer cell growth and represents a structurally new class of natural product-derived microtubule-stabilizing agents. Compound 1 has been prepared employing a convergent strategy that is based on the consecutive assembly of building blocks 3, 4, and 19 into diene 20 and subsequent RCM-mediated macrocycle formation. The aldol reaction between aldehyde 3 and ketone 4 delivered the required 6R,7S diastereoisomer 5 with good selectivity and provided a reliable entry into the stereoselective synthesis of carboxylic acid 12. RCM with diene 20 was highly E-selective, thus giving efficient access to (E)-9,10-dehydro-1 (2). The latter is a key analog in SAR studies with 1. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.017