{(4R,6S)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetaldehyde | 309755-10-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: {(4R,6S)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetaldehyde
• 英文别名: 2-[(4R,6S)-6-[(2S)-2-[tert-butyl(dimethyl)silyl]oxy-2-[(4R,5R)-2,2-dimethyl-4-pentyl-1,3-dioxan-5-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetaldehyde
• CAS: 309755-10-0
• 化学式: C₂₇H₅₂O₆Si
• 分子量: 500.792
• InChiKey: DJBNQSFKKUDTDQ-FCUGFLGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.61
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  {(4R,6S)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetaldehyde 在 N-(p-toluenesulfonyl)-L-valine 、 (S)-oxazaborolidinone derived from BH₃*THF 、 camphor-10-sulfonic acid 作用下， 以 丙酮 为溶剂， 反应 5.0h， 生成 tert-butyl-[(1S)-1-[(4R,5R)-2,2-dimethyl-4-pentyl-1,3-dioxan-5-yl]-2-[(4S,6S)-6-[[(4S,6R)-6-[[(4S,6R)-2,2-dimethyl-6-(2-phenylmethoxyethyl)-1,3-dioxan-4-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]ethoxy]-dimethylsilane
  参考文献：
  名称：

  An effective extension of the polyacetate chain in the polyene macrolide antibiotic filipin III, based on chiral oxazaborolidinone-promoted asymmetric aldol reactions

  摘要：

  The enantioselective construction of the iterative polyacetate unit 3 in filipin III has been accomplished, essentially by an aldol strategy based on chiral oxazaborolidinone-promoted asymmetric aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01289-2
• 作为产物：
  描述：

  (4R,5R)-5-formyl-2,2-dimethyl-4-pentyl-1,3-dioxane 在 N-(p-toluenesulfonyl)-L-valine 、 sodium tetrahydroborate 、 草酰氯 、 (S)-oxazaborolidinone derived from BH₃*THF 、 camphor-10-sulfonic acid 、 二乙基甲氧基硼烷 、 二异丁基氢化铝 、 二甲基亚砜 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 9.0h， 生成 {(4R,6S)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetaldehyde
  参考文献：
  名称：

  An effective extension of the polyacetate chain in the polyene macrolide antibiotic filipin III, based on chiral oxazaborolidinone-promoted asymmetric aldol reactions

  摘要：

  The enantioselective construction of the iterative polyacetate unit 3 in filipin III has been accomplished, essentially by an aldol strategy based on chiral oxazaborolidinone-promoted asymmetric aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01289-2

文献信息

• An effective extension of the polyacetate chain in the polyene macrolide antibiotic filipin III, based on chiral oxazaborolidinone-promoted asymmetric aldol reactions
  作者：Syun-ichi Kiyooka、Mostofa A Hena、Tomomi Yabukami、Kazunori Murai、Fumitaka Goto

  DOI：10.1016/s0040-4039(00)01289-2

  日期：2000.9

  The enantioselective construction of the iterative polyacetate unit 3 in filipin III has been accomplished, essentially by an aldol strategy based on chiral oxazaborolidinone-promoted asymmetric aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.