[(2R)-2-methoxy-4-phenylselanylbutanoyl] 2,2-dimethylpropanoate | 1447829-98-2

• 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: [(2R)-2-methoxy-4-phenylselanylbutanoyl] 2,2-dimethylpropanoate
• CAS: 1447829-98-2
• 化学式: C₁₆H₂₂O₄Se
• 分子量: 357.308
• InChiKey: SNJPVDYNJZCJHI-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(2R)-2-methoxy-4-phenylselanylbutanoyl] 2,2-dimethylpropanoate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 4-二甲氨基吡啶 、 sodium periodate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 30.0h， 生成 (6R,7S,8S,9S)-2,2,6,8,12,12,13,13-octamethyl-9-((Z)-2-methyl-4-oxobut-2-en-1-yl)-3,3-diphenyl-4,11-dioxa-3,12-disilatetradecan-7-yl (R)-2-methoxybut-3-enoate
  参考文献：
  名称：

  Construction of the A ring of halichomycin via a RCM strategy

  摘要：

  Attempts to the synthesis of the A ring of halichomycin via ring-closing metathesis (RCM) reaction were investigated. When triene 5 was used as the precursor of cyclization, only unexpected byproduct aldehyde 17 was obtained. When diene 6 was used as the precursor of cyclization, the desired product 20 was obtained in reasonable yield. This work demonstrated that both modification of the substrate and the RCM reaction conditions are important for obtaining the desired 11-membered macrocycle in reasonable yield. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.027
• 作为产物：
  描述：

  (R)-α-methoxy-γ-butyrolactone 在 三乙胺 、 锌 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 6.41h， 生成 [(2R)-2-methoxy-4-phenylselanylbutanoyl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  Construction of the A ring of halichomycin via a RCM strategy

  摘要：

  Attempts to the synthesis of the A ring of halichomycin via ring-closing metathesis (RCM) reaction were investigated. When triene 5 was used as the precursor of cyclization, only unexpected byproduct aldehyde 17 was obtained. When diene 6 was used as the precursor of cyclization, the desired product 20 was obtained in reasonable yield. This work demonstrated that both modification of the substrate and the RCM reaction conditions are important for obtaining the desired 11-membered macrocycle in reasonable yield. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.027

文献信息

• Construction of the A ring of halichomycin via a RCM strategy
  作者：Shiyong Mao、Yanxing Jia

  DOI：10.1016/j.tetlet.2013.06.027

  日期：2013.8

  Attempts to the synthesis of the A ring of halichomycin via ring-closing metathesis (RCM) reaction were investigated. When triene 5 was used as the precursor of cyclization, only unexpected byproduct aldehyde 17 was obtained. When diene 6 was used as the precursor of cyclization, the desired product 20 was obtained in reasonable yield. This work demonstrated that both modification of the substrate and the RCM reaction conditions are important for obtaining the desired 11-membered macrocycle in reasonable yield. (C) 2013 Elsevier Ltd. All rights reserved.