[(R)-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-methyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]-(2-prop-2-enylphenyl)methyl] pent-4-enoate | 1073175-04-8

• 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: [(R)-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-methyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]-(2-prop-2-enylphenyl)methyl] pent-4-enoate
• CAS: 1073175-04-8
• 化学式: C₃₃H₅₂O₃S₄Si
• 分子量: 653.124
• InChiKey: HBAUSTDZGHPDJW-POURPWNDSA-N

物化性质

• 沸点：
  658.1±55.0 °C(predicted)
• 密度：
  1.081±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.29
• 重原子数：
  41
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  137
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(R)-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-methyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]-(2-prop-2-enylphenyl)methyl] pent-4-enoate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以77%的产率得到C₃₁H₄₈O₃S₄Si
  参考文献：
  名称：

  Ortho-TMS 苯甲醛：II 型阴离子中继化学 (ARC) 的有效关键。

  摘要：

  Ortho-TMS benzaldehyde, an effective bifunctional linchpin for Type II Anion Relay Chemistry (ARC), permits efficient multi-component union of a variety of nucleophiles and electrophiles, including the first example of a Pd-mediated ARC Type II process. To demonstrate the utility of the Type II ARC protocol, a “proof of concept” synthetic sequence was designed and implemented for construction of a focused library of “natural product-like” compounds.

  DOI：

  10.1002/anie.200802301
• 作为产物：
  描述：

  4-戊烯酸 、 (R)-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-methyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]-(2-prop-2-enylphenyl)methanol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以95%的产率得到[(R)-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-methyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]-(2-prop-2-enylphenyl)methyl] pent-4-enoate
  参考文献：
  名称：

  Ortho-TMS 苯甲醛：II 型阴离子中继化学 (ARC) 的有效关键。

  摘要：

  Ortho-TMS benzaldehyde, an effective bifunctional linchpin for Type II Anion Relay Chemistry (ARC), permits efficient multi-component union of a variety of nucleophiles and electrophiles, including the first example of a Pd-mediated ARC Type II process. To demonstrate the utility of the Type II ARC protocol, a “proof of concept” synthetic sequence was designed and implemented for construction of a focused library of “natural product-like” compounds.

  DOI：

  10.1002/anie.200802301

文献信息

• <i>Ortho</i>-TMS Benzaldehyde: An Effective Linchpin for Type II Anion Relay Chemistry (ARC)
  作者：Amos B. Smith、Won-Suk Kim、William M. Wuest

  DOI：10.1002/anie.200802301

  日期：2008.9.1

  Ortho-TMS benzaldehyde, an effective bifunctional linchpin for Type II Anion Relay Chemistry (ARC), permits efficient multi-component union of a variety of nucleophiles and electrophiles, including the first example of a Pd-mediated ARC Type II process. To demonstrate the utility of the Type II ARC protocol, a “proof of concept” synthetic sequence was designed and implemented for construction of a focused library of “natural product-like” compounds.