((E)-4-Azido-2-methyl-but-2-enyloxy)-tert-butyl-diphenyl-silane | 497144-18-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: ((E)-4-Azido-2-methyl-but-2-enyloxy)-tert-butyl-diphenyl-silane
• 英文别名: [(E)-4-azido-2-methylbut-2-enoxy]-tert-butyl-diphenylsilane
• CAS: 497144-18-0
• 化学式: C₂₁H₂₇N₃OSi
• 分子量: 365.55
• InChiKey: FYDYPBVZKCVZIR-OBGWFSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ((E)-4-Azido-2-methyl-but-2-enyloxy)-tert-butyl-diphenyl-silane 在 四丁基氟化铵 、 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 C₁₆H₂₉N₃O₅
  参考文献：
  名称：

  Total synthesis of (±)-martinelline

  摘要：

  The squaric acid-catalyzed imino-Diels-Alder reaction of enamine 4 with the imine 5 provides the pyrroloquinolines 6 and 7, which were converted to the triamine 3 using regioselective reduction and a Wittig reaction as the key steps. Guanylation of 3 followed by coupling with the alcohol 19 furnished the total synthesis of (+/-)-martinelline. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02331-6
• 作为产物：
  描述：

  Methanesulfonic acid (E)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-but-2-enyl ester 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 ((E)-4-Azido-2-methyl-but-2-enyloxy)-tert-butyl-diphenyl-silane
  参考文献：
  名称：

  Total synthesis of (±)-martinelline

  摘要：

  The squaric acid-catalyzed imino-Diels-Alder reaction of enamine 4 with the imine 5 provides the pyrroloquinolines 6 and 7, which were converted to the triamine 3 using regioselective reduction and a Wittig reaction as the key steps. Guanylation of 3 followed by coupling with the alcohol 19 furnished the total synthesis of (+/-)-martinelline. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02331-6

文献信息

• Total synthesis of (±)-martinelline
  作者：Chengfeng Xia、Linshen Heng、Dawei Ma

  DOI：10.1016/s0040-4039(02)02331-6

  日期：2002.12

  The squaric acid-catalyzed imino-Diels-Alder reaction of enamine 4 with the imine 5 provides the pyrroloquinolines 6 and 7, which were converted to the triamine 3 using regioselective reduction and a Wittig reaction as the key steps. Guanylation of 3 followed by coupling with the alcohol 19 furnished the total synthesis of (+/-)-martinelline. (C) 2002 Elsevier Science Ltd. All rights reserved.