2-(tert-Butyl-dimethyl-silanyloxy)-7-methoxymethoxy-undec-4-en-6-one | 1005347-99-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(tert-Butyl-dimethyl-silanyloxy)-7-methoxymethoxy-undec-4-en-6-one
• 英文别名: (5S,7E,10S)-10-[tert-butyl(dimethyl)silyl]oxy-5-(methoxymethoxy)undeca-1,7-dien-6-one
• CAS: 1005347-99-8
• 化学式: C₁₉H₃₆O₄Si
• 分子量: 356.578
• InChiKey: WCCWEQFRZLMEBN-VRLUQSRJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(tert-Butyl-dimethyl-silanyloxy)-7-methoxymethoxy-undec-4-en-6-one 在 红铝 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以84%的产率得到2-(tert-Butyl-dimethyl-silanyloxy)-7-methoxymethoxy-undec-4-en-6-ol
  参考文献：
  名称：

  Syntheses of epi-aigialomycin D and deoxy-aigialomycin C via a diastereoselective ring closing metathesis macrocyclization protocol

  摘要：

  Syntheses of epi-aigialomycin D and deoxly-aigialomycin C are described via a remote stereocontrolled RCM macrocyclization. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.038
• 作为产物：
  描述：

  2-(tert-Butyl-dimethyl-silanyloxy)-7-methoxymethoxy-undec-4-en-6-ol 在 N-甲基吲哚酮 、 四丙基高钌酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以92%的产率得到2-(tert-Butyl-dimethyl-silanyloxy)-7-methoxymethoxy-undec-4-en-6-one
  参考文献：
  名称：

  Syntheses of epi-aigialomycin D and deoxy-aigialomycin C via a diastereoselective ring closing metathesis macrocyclization protocol

  摘要：

  Syntheses of epi-aigialomycin D and deoxly-aigialomycin C are described via a remote stereocontrolled RCM macrocyclization. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.038

文献信息

• An Efficient 1,2-Chelation-Controlled Reduction of Protected Hydroxy Ketones via Red-Al
  作者：Naval Bajwa、Michael P. Jennings

  DOI：10.1021/jo800150x

  日期：2008.5.1

  [GRAPHICS]In this paper, we have demonstrated that Red-Al is an efficient chelation-controlled reducing reagent for acyclic acetal (i.e., MOM, MEM, SEM, and BOM) protected alpha-hydroxy ketones. Typically, diastereomeric ratios (dr) ranged from 5 to 20:1 for the 1,2-anti-diols in good to excellent yields.
• Syntheses of epi-aigialomycin D and deoxy-aigialomycin C via a diastereoselective ring closing metathesis macrocyclization protocol
  作者：Naval Bajwa、Michael P. Jennings

  DOI：10.1016/j.tetlet.2007.11.038

  日期：2008.1

  Syntheses of epi-aigialomycin D and deoxly-aigialomycin C are described via a remote stereocontrolled RCM macrocyclization. (C) 2007 Elsevier Ltd. All rights reserved.