(R)-4-Benzyl-3-[(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2-methyl-heptanoyl]-oxazolidin-2-one | 862670-54-0

• 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)-4-Benzyl-3-[(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2-methyl-heptanoyl]-oxazolidin-2-one
• CAS: 862670-54-0
• 化学式: C₃₂H₄₇NO₆Si
• 分子量: 569.814
• InChiKey: UKSLIJLQJFBIOR-VQFWCGETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.0
• 重原子数：
  40.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  74.3
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-4-Benzyl-3-[(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2-methyl-heptanoyl]-oxazolidin-2-one 在 lithium hydroxide 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以94%的产率得到(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2-methyl-heptanoic acid
  参考文献：
  名称：

  Synthesis of the common left-half part of pectenotoxins

  摘要：

  The common left-half [C31-C33(OCl-C7)-C40] part of pectenotoxins has been synthesized convergently from the C31-C35, C36-C40, and C1-C7 parts. The C31-C35 part, prepared via a new route shorter than our previous route, was coupled with the C36-C40 part through reductive lithiation and addition reactions to give an adduct stereoselectively, which was converted to a cyclic acetal corresponding to the C31-C40 part. The left-half was synthesized by a three-step process including esterification of the C31-C40 part with the C1-C7 part. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.062
• 作为产物：
  描述：

  (R)-(-)-4-苄基-3-丙酰基-2-恶唑烷酮 在 2,6-二甲基吡啶 、 三氟甲磺酸二丁硼 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 (R)-4-Benzyl-3-[(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2-methyl-heptanoyl]-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis of the common left-half part of pectenotoxins

  摘要：

  The common left-half [C31-C33(OCl-C7)-C40] part of pectenotoxins has been synthesized convergently from the C31-C35, C36-C40, and C1-C7 parts. The C31-C35 part, prepared via a new route shorter than our previous route, was coupled with the C36-C40 part through reductive lithiation and addition reactions to give an adduct stereoselectively, which was converted to a cyclic acetal corresponding to the C31-C40 part. The left-half was synthesized by a three-step process including esterification of the C31-C40 part with the C1-C7 part. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.062