(S)-3-((4R,5S)-2,2-Dimethyl-4-pentyl-[1,3]dioxan-5-yl)-3-hydroxy-propionic acid phenyl ester | 309754-98-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: (S)-3-((4R,5S)-2,2-Dimethyl-4-pentyl-[1,3]dioxan-5-yl)-3-hydroxy-propionic acid phenyl ester
• 英文别名: phenyl (3S)-3-[(4R,5S)-2,2-dimethyl-4-pentyl-1,3-dioxan-5-yl]-3-hydroxypropanoate
• CAS: 309754-98-1
• 化学式: C₂₀H₃₀O₅
• 分子量: 350.455
• InChiKey: BAAQBTCXDRAZAH-OKZBNKHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-3-((4R,5S)-2,2-Dimethyl-4-pentyl-[1,3]dioxan-5-yl)-3-hydroxy-propionic acid phenyl ester 在 N-(p-toluenesulfonyl)-L-valine 、 草酰氯 、 (S)-oxazaborolidinone derived from BH₃*THF 、 二异丁基氢化铝 、 二甲基亚砜 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (5R,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-7-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-5-hydroxy-3-oxo-heptanoic acid methyl ester
  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：

  1-苯氧基-1-(三甲基硅氧基)乙烯 、 (4R,5R)-5-formyl-2,2-dimethyl-4-pentyl-1,3-dioxane 在 N-(p-toluenesulfonyl)-L-valine 、 (S)-oxazaborolidinone derived from BH₃*THF 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (R)-3-((4R,5S)-2,2-Dimethyl-4-pentyl-[1,3]dioxan-5-yl)-3-hydroxy-propionic acid phenyl ester 、 (S)-3-((4R,5S)-2,2-Dimethyl-4-pentyl-[1,3]dioxan-5-yl)-3-hydroxy-propionic acid phenyl ester
  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.