(4R,5S)-5-[(2R,4R)-5-(tert-butyldiphenylsilyloxy)-4-hydroxypent-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester | 922516-86-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,5S)-5-[(2R,4R)-5-(tert-butyldiphenylsilyloxy)-4-hydroxypent-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester
• CAS: 922516-86-7
• 化学式: C₂₉H₄₂O₆Si
• 分子量: 514.734
• InChiKey: PMDQOAOAVAOYCA-ULDOEVFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (4R,5S)-5-[(2R,4R)-5-(tert-butyldiphenylsilyloxy)-4-hydroxypent-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester 在 2,6-二甲基吡啶 、 potassium trimethylsilonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (4R,5S)-5-[(1R,3R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-3-triethylsilanyloxy-butyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid
  参考文献：
  名称：

  Stereoselective synthesis of a C19–C26 fragment of amphidinolides G and H

  摘要：

  A short, stereoselective synthesis of the C-19-C-26 segment of the structure of the cytotoxic macrolides amphidinolides G and H is reported. A precursor from the chiral pool has been used as the starting material. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.10.024
• 作为产物：
  描述：

  (4R,6R)-7-(tert-butyldiphenylsilyloxy)-6-hydroxy-4-methylhept-2E-enoic acid ethyl ester 在 AD-mix-α 、 甲基磺酰胺 、 3 A molecular sieve 、 camphor-10-sulfonic acid 作用下， 以 水 、 丙酮 、 叔丁醇 为溶剂， 反应 36.0h， 生成 (4R,5S)-5-[(2R,4R)-5-(tert-butyldiphenylsilyloxy)-4-hydroxypent-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Stereoselective synthesis of a C19–C26 fragment of amphidinolides G and H

  摘要：

  A short, stereoselective synthesis of the C-19-C-26 segment of the structure of the cytotoxic macrolides amphidinolides G and H is reported. A precursor from the chiral pool has been used as the starting material. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.10.024

文献信息

• Stereoselective synthesis of a C19–C26 fragment of amphidinolides G and H
  作者：Pilar Formentín、Juan Murga、Miguel Carda、J. Alberto Marco

  DOI：10.1016/j.tetasy.2006.10.024

  日期：2006.11

  A short, stereoselective synthesis of the C-19-C-26 segment of the structure of the cytotoxic macrolides amphidinolides G and H is reported. A precursor from the chiral pool has been used as the starting material. (c) 2006 Elsevier Ltd. All rights reserved.