[(3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-1,1-dimethoxydecan-5-yl] (3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-hydroxydecanoate | 1106402-19-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-1,1-dimethoxydecan-5-yl] (3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-hydroxydecanoate
• CAS: 1106402-19-0
• 化学式: C₃₄H₇₂O₇Si₂
• 分子量: 649.112
• InChiKey: ADKDQDGIQCLTNP-SKKKGAJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.38
• 重原子数：
  43
• 可旋转键数：
  26
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (Z,3R,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-phenylmethoxydec-6-enoic acid 、 [(3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-1,1-dimethoxydecan-5-yl] (3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-hydroxydecanoate 在 4-二甲氨基吡啶 、 2,4,6-三氯苯甲酰氯 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到[(3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-1,1-dimethoxydecan-5-yl] (3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-[(Z,3R,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-phenylmethoxydec-6-enoyl]oxydecanoate
  参考文献：
  名称：

  Facile access to some chiral building blocks. Synthesis of verbalactone and exophilin A

  摘要：

  D-Glucono-1,5-lactone, all inexpensive carbohydrate, was elaborated into chiral building blocks readily applicable in synthesis via practical routes without involving any expensive reagents or tedious operations. Application Of Such chiral building blocks in total synthesis is then exemplified through construction of verbalactone and exophilin A. The latter compound has not been synthesized to date. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.050
• 作为产物：
  描述：

  [(3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-1,1-dimethoxydecan-5-yl] (Z,3R,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-phenylmethoxydec-6-enoate 在 10% Pd/C 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 以87%的产率得到[(3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-1,1-dimethoxydecan-5-yl] (3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-hydroxydecanoate
  参考文献：
  名称：

  Facile access to some chiral building blocks. Synthesis of verbalactone and exophilin A

  摘要：

  D-Glucono-1,5-lactone, all inexpensive carbohydrate, was elaborated into chiral building blocks readily applicable in synthesis via practical routes without involving any expensive reagents or tedious operations. Application Of Such chiral building blocks in total synthesis is then exemplified through construction of verbalactone and exophilin A. The latter compound has not been synthesized to date. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.050

文献信息

• Facile access to some chiral building blocks. Synthesis of verbalactone and exophilin A
  作者：Jian-Zhong Wu、Jian Gao、Guo-Bao Ren、Zhi-Bin Zhen、Yihua Zhang、Yikang Wu

  DOI：10.1016/j.tet.2008.10.050

  日期：2009.1

  D-Glucono-1,5-lactone, all inexpensive carbohydrate, was elaborated into chiral building blocks readily applicable in synthesis via practical routes without involving any expensive reagents or tedious operations. Application Of Such chiral building blocks in total synthesis is then exemplified through construction of verbalactone and exophilin A. The latter compound has not been synthesized to date. (C) 2008 Elsevier Ltd. All rights reserved.