tert-butyl-[(E)-5,5-diethoxy-1-iodo-2-methylpent-1-en-3-yl]oxy-dimethylsilane | 141207-00-3

• 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: tert-butyl-[(E)-5,5-diethoxy-1-iodo-2-methylpent-1-en-3-yl]oxy-dimethylsilane
• CAS: 141207-00-3
• 化学式: C₁₆H₃₃IO₃Si
• 分子量: 428.426
• InChiKey: YYLJPMDPZPYJCR-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-[(1,3-dithian-2-yl)methyl]oxirane 、 tert-butyl-[(E)-5,5-diethoxy-1-iodo-2-methylpent-1-en-3-yl]oxy-dimethylsilane 在 三氟化硼乙醚 、 叔丁基锂 、 lithium,azanidylidenemethylidenecopper,2H-thiophen-2-ide 作用下， 生成 、 (E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-1-[1,3]dithian-2-yl-8,8-diethoxy-5-methyl-oct-4-en-2-ol
  参考文献：
  名称：

  Total synthesis of maytansinoids. Approach to 4,6-bisdemethylmaytansine and 4-demethylmaytansine

  摘要：

  A convergent strategy was elaborated to synthesize maytansine 1 and maytansinoids modified on the carbon skeleton, especially 4-demethylmaytansine 2, 6-demethylmaytansine 3, 4,6-bisdemethylmaytansine 4. In this paper, the feasibility of the project was verified by the preparation of key intermediates for the synthesis of 4, 6-bisdemethylmaytansine and 6-demethylmaytansine. The C-1-N open chain compound 18 in the 4,6-bisdemethyl series was obtained.

  DOI：

  10.1016/s0040-4020(01)88513-6
• 作为产物：
  描述：

  丙烯醛缩二乙醇 在 咪唑 、 sodium hydroxide 、 重铬酸吡啶 、 正丁基锂 、 dimethyl sulfide borane 、 3 A molecular sieve 、 双氧水 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 34.5h， 生成 tert-butyl-[(E)-5,5-diethoxy-1-iodo-2-methylpent-1-en-3-yl]oxy-dimethylsilane
  参考文献：
  名称：

  Total synthesis of maytansinoids. Approach to 4,6-bisdemethylmaytansine and 4-demethylmaytansine

  摘要：

  A convergent strategy was elaborated to synthesize maytansine 1 and maytansinoids modified on the carbon skeleton, especially 4-demethylmaytansine 2, 6-demethylmaytansine 3, 4,6-bisdemethylmaytansine 4. In this paper, the feasibility of the project was verified by the preparation of key intermediates for the synthesis of 4, 6-bisdemethylmaytansine and 6-demethylmaytansine. The C-1-N open chain compound 18 in the 4,6-bisdemethyl series was obtained.

  DOI：

  10.1016/s0040-4020(01)88513-6