[(2R,3R,4R,5R,6R)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2,4,6-trimethyloct-7-enoxy]-tert-butyl-dimethylsilane | 1383121-88-7

• 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: [(2R,3R,4R,5R,6R)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2,4,6-trimethyloct-7-enoxy]-tert-butyl-dimethylsilane
• CAS: 1383121-88-7
• 化学式: C₂₉H₆₄O₃Si₃
• 分子量: 545.082
• InChiKey: CXAADGWEQRSOEY-ZFXZZAOISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.88
• 重原子数：
  35
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  [(2R,3R,4R,5R,6R)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2,4,6-trimethyloct-7-enoxy]-tert-butyl-dimethylsilane 在 臭氧 、 二甲基硫 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 以88%的产率得到(2S,3S,4S,5R,6R)-3,5,7-tris[[tert-butyl(dimethyl)silyl]oxy]-2,4,6-trimethylheptanal
  参考文献：
  名称：

  Crotylboron-Based Synthesis of the Polypropionate Units of Chaxamycins A/D, Salinisporamycin, and Rifamycin S

  摘要：

  Syntheses of the C(15)-C(27) fragments of chaxamycins A/D, rifamycin S, and the C(12)-C(24) fragment of salinisporamycin have been accomplished in 10 steps from commercially available starting materials. Three crotylboron reagents were utilized to construct the seven contiguous stereocenters in these fragments with excellent stereoselectivity.

  DOI：

  10.1021/jo3008226
• 作为产物：
  描述：

  (2R)-3-(tert-butyldimethylsilyloxy)-2-methylpropanal 在 2,6-二甲基吡啶 、 对甲苯磺酸 、 臭氧 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 [(2R,3R,4R,5R,6R)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2,4,6-trimethyloct-7-enoxy]-tert-butyl-dimethylsilane
  参考文献：
  名称：

  Crotylboron-Based Synthesis of the Polypropionate Units of Chaxamycins A/D, Salinisporamycin, and Rifamycin S

  摘要：

  Syntheses of the C(15)-C(27) fragments of chaxamycins A/D, rifamycin S, and the C(12)-C(24) fragment of salinisporamycin have been accomplished in 10 steps from commercially available starting materials. Three crotylboron reagents were utilized to construct the seven contiguous stereocenters in these fragments with excellent stereoselectivity.

  DOI：

  10.1021/jo3008226

文献信息

• Crotylboron-Based Synthesis of the Polypropionate Units of Chaxamycins A/D, Salinisporamycin, and Rifamycin S
  作者：Ming Chen、William R. Roush

  DOI：10.1021/jo3008226

  日期：2013.1.4

  Syntheses of the C(15)-C(27) fragments of chaxamycins A/D, rifamycin S, and the C(12)-C(24) fragment of salinisporamycin have been accomplished in 10 steps from commercially available starting materials. Three crotylboron reagents were utilized to construct the seven contiguous stereocenters in these fragments with excellent stereoselectivity.