(2R,4S,8S,10R)-4-(tert-Butyl-diphenyl-silanyloxy)-8-hydroxy-2,10-bis-(4-methoxy-benzyloxy)-1-(2-trimethylsilanyl-ethoxymethoxy)-tridec-12-en-6-one | 194294-71-8

• 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: (2R,4S,8S,10R)-4-(tert-Butyl-diphenyl-silanyloxy)-8-hydroxy-2,10-bis-(4-methoxy-benzyloxy)-1-(2-trimethylsilanyl-ethoxymethoxy)-tridec-12-en-6-one
• 英文别名: (9R,11S,15S,17R)-17-Allyl-11-{[tert-butyl(diphenyl)silyl]oxy}-15-hydroxy-9-[(4-methoxybenzyl)oxy]-19-(4-methoxyphenyl)-2,2-dimethyl-5,7,18-trioxa-2-silanonadecan-13-one；(2R,4S,8S,10R)-4-[tert-butyl(diphenyl)silyl]oxy-8-hydroxy-2,10-bis[(4-methoxyphenyl)methoxy]-1-(2-trimethylsilylethoxymethoxy)tridec-12-en-6-one
• CAS: 194294-71-8
• 化学式: C₅₁H₇₂O₉Si₂
• 分子量: 885.298
• InChiKey: XFYVYVCDXIOUCO-MSDOIBHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.52
• 重原子数：
  62
• 可旋转键数：
  30
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2R,4S,8S,10R)-4-(tert-Butyl-diphenyl-silanyloxy)-8-hydroxy-2,10-bis-(4-methoxy-benzyloxy)-1-(2-trimethylsilanyl-ethoxymethoxy)-tridec-12-en-6-one 在 咪唑 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (2R,4S,6R,8R,10S)-2-Allyl-10-(tert-butyl-diphenyl-silanyloxy)-8-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,7-dioxa-spiro[5.5]undecan-4-ol
  参考文献：
  名称：

  A modular approach to marine macrolide construction. 2. Concise stereocontrolled synthesis of the C17–C28 (CD) spiroacetal component

  摘要：

  The CD spiroacetal ring system of altohyrtin A, which houses one-fifth of the stereogenic centers resident in the macrolide, has been synthesized through a combination of aldol condensations having different stereocontrol elements. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01141-6
• 作为产物：
  描述：

  (R)-3-Hydroxy-1-((R)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-hex-5-en-1-one 在 三甲基氯硅烷 、 camphor-10-sulfonic acid 、 三氟化硼乙醚 、 二异丁基氢化铝 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 34.0h， 生成 (2R,4S,8S,10R)-4-(tert-Butyl-diphenyl-silanyloxy)-8-hydroxy-2,10-bis-(4-methoxy-benzyloxy)-1-(2-trimethylsilanyl-ethoxymethoxy)-tridec-12-en-6-one
  参考文献：
  名称：

  A modular approach to marine macrolide construction. 2. Concise stereocontrolled synthesis of the C17–C28 (CD) spiroacetal component

  摘要：

  The CD spiroacetal ring system of altohyrtin A, which houses one-fifth of the stereogenic centers resident in the macrolide, has been synthesized through a combination of aldol condensations having different stereocontrol elements. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01141-6

文献信息

• A modular approach to marine macrolide construction. 2. Concise stereocontrolled synthesis of the C17–C28 (CD) spiroacetal component
  作者：Leo A. Paquette、Alain Braun

  DOI：10.1016/s0040-4039(97)01141-6

  日期：1997.7

  The CD spiroacetal ring system of altohyrtin A, which houses one-fifth of the stereogenic centers resident in the macrolide, has been synthesized through a combination of aldol condensations having different stereocontrol elements. (C) 1997 Elsevier Science Ltd.