(3S,4E,6S,7S,10R)-3,7-bis[[tert-butyl(dimethyl)silyl]oxy]-N-[3-[tert-butyl(diphenyl)silyl]oxy-5-[(2E)-2-methylpenta-2,4-dienyl]phenyl]-10-methoxy-4,6-dimethyl-9-oxododeca-4,11-dienamide | 936824-95-2

• 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: (3S,4E,6S,7S,10R)-3,7-bis[[tert-butyl(dimethyl)silyl]oxy]-N-[3-[tert-butyl(diphenyl)silyl]oxy-5-[(2E)-2-methylpenta-2,4-dienyl]phenyl]-10-methoxy-4,6-dimethyl-9-oxododeca-4,11-dienamide
• CAS: 936824-95-2
• 化学式: C₅₅H₈₃NO₆Si₃
• 分子量: 938.524
• InChiKey: PCIPUJAYALORFN-SALGJBLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.15
• 重原子数：
  65
• 可旋转键数：
  25
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3S,4E,6S,7S,10R)-3,7-bis[[tert-butyl(dimethyl)silyl]oxy]-N-[3-[tert-butyl(diphenyl)silyl]oxy-5-[(2E)-2-methylpenta-2,4-dienyl]phenyl]-10-methoxy-4,6-dimethyl-9-oxododeca-4,11-dienamide 在 Grubbs catalyst first generation 氟化氢吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 34.0h， 生成
  参考文献：
  名称：

  Chemoenzymatic Approaches toward Dechloroansamitocin P-3

  摘要：

  The enantioselective total synthesis of proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin P-3, is described which bears a diene-ene RCM as the key macrocyclization step. Feeding of proansamitocin to an AHBA block mutant Actinosynnema pretiosum (HGF073) yielded ansamitocin P-3 as well as dechloroansamitocin P-3, the latter also being formed upon fermentation in the presence of 3-amino-5-methoxybenzoic acid.

  DOI：

  10.1021/ol0702270
• 作为产物：
  描述：

  在 咪唑 、 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 19.5h， 生成 (3S,4E,6S,7S,10R)-3,7-bis[[tert-butyl(dimethyl)silyl]oxy]-N-[3-[tert-butyl(diphenyl)silyl]oxy-5-[(2E)-2-methylpenta-2,4-dienyl]phenyl]-10-methoxy-4,6-dimethyl-9-oxododeca-4,11-dienamide
  参考文献：
  名称：

  Chemoenzymatic Approaches toward Dechloroansamitocin P-3

  摘要：

  The enantioselective total synthesis of proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin P-3, is described which bears a diene-ene RCM as the key macrocyclization step. Feeding of proansamitocin to an AHBA block mutant Actinosynnema pretiosum (HGF073) yielded ansamitocin P-3 as well as dechloroansamitocin P-3, the latter also being formed upon fermentation in the presence of 3-amino-5-methoxybenzoic acid.

  DOI：

  10.1021/ol0702270

文献信息

• Chemoenzymatic Approaches toward Dechloroansamitocin P-3
  作者：Axel Meyer、Marco Brünjes、Florian Taft、Thomas Frenzel、Florenz Sasse、Andreas Kirschning

  DOI：10.1021/ol0702270

  日期：2007.4.1

  The enantioselective total synthesis of proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin P-3, is described which bears a diene-ene RCM as the key macrocyclization step. Feeding of proansamitocin to an AHBA block mutant Actinosynnema pretiosum (HGF073) yielded ansamitocin P-3 as well as dechloroansamitocin P-3, the latter also being formed upon fermentation in the presence of 3-amino-5-methoxybenzoic acid.