(tert-butyl-dimethyl-silanyloxy)-acetic acid 6-allyl-2,2-di-tert-butyl-8-(tert-butyl-diphenylsilanyloxy)-6-methyl-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (tert-butyl-dimethyl-silanyloxy)-acetic acid 6-allyl-2,2-di-tert-butyl-8-(tert-butyl-diphenylsilanyloxy)-6-methyl-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester
• 英文别名: [(4aR,6S,7R,8R,8aR)-2,2-ditert-butyl-8-[tert-butyl(diphenyl)silyl]oxy-6-methyl-6-prop-2-enyl-4a,7,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3,2]dioxasilin-7-yl] 2-[tert-butyl(dimethyl)silyl]oxyacetate
• 化学式: C₄₂H₆₈O₇Si₃
• 分子量: 769.254
• InChiKey: HNVHJSZZKHNQRF-RJBVUYQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.06
• 重原子数：
  52
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2,2-di-tert-butyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-10a-methyl-4a,5,8a,9,9a,10a-hexahydro-4H-1,3,8,10-tetraoxa-2-sila-anthracene	——	C41H66O6Si3	739.228

反应信息

• 作为反应物：
  描述：

  (tert-butyl-dimethyl-silanyloxy)-acetic acid 6-allyl-2,2-di-tert-butyl-8-(tert-butyl-diphenylsilanyloxy)-6-methyl-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester 、 二溴甲烷 在 lead(II) chloride 四甲基乙二胺 、 四氯化钛 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.5h， 以43%的产率得到2,2-di-tert-butyl-7-(tert-butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-10a-methyl-4a,5,8a,9,9a,10a-hexahydro-4H-1,3,8,10-tetraoxa-2-sila-anthracene
  参考文献：
  名称：

  Olefinic-ester cyclizations using Takai–Utimoto reduced titanium alkylidenes

  摘要：

  The scope and limitations of the Takai-Utimoto reagent to induce the cyclization of olefinic-esters is described. Critical is the steric environment about both the ester and the olefin. Mechanistically, these results support the hypothesis that cyclized product comes from an olefin metathesis, carbonyl-olefination sequence. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.071

文献信息

• Olefinic-ester cyclizations using Takai–Utimoto reduced titanium alkylidenes
  作者：Utpal Majumder、Jon D. Rainier

  DOI：10.1016/j.tetlet.2005.08.071

  日期：2005.10

  The scope and limitations of the Takai-Utimoto reagent to induce the cyclization of olefinic-esters is described. Critical is the steric environment about both the ester and the olefin. Mechanistically, these results support the hypothesis that cyclized product comes from an olefin metathesis, carbonyl-olefination sequence. (c) 2005 Elsevier Ltd. All rights reserved.