methyl 15-((tert-butyldiphenylsilyl)oxy)pentadecanoate | 132910-88-4

• 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: methyl 15-((tert-butyldiphenylsilyl)oxy)pentadecanoate
• 英文别名: methyl 15-[tert-butyl(diphenyl)silyl]oxypentadecanoate
• CAS: 132910-88-4
• 化学式: C₃₂H₅₀O₃Si
• 分子量: 510.833
• InChiKey: CMPQYBZMSFHVOQ-UHFFFAOYSA-N

物化性质

• 沸点：
  540.1±32.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.81
• 重原子数：
  36.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 15-((tert-butyldiphenylsilyl)oxy)pentadecanoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以12.3 g的产率得到15-((tert-butyldiphenylsilyl)oxy)pentadecan-1-ol
  参考文献：
  名称：

  Mori, Kenji; Matsuda, Hiroyuki, Liebigs Annalen der Chemie, 1991, # 6, p. 529 - 535

  摘要：

  DOI：
• 作为产物：
  描述：

  环十五内酯 在 咪唑 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 41.0h， 生成 methyl 15-((tert-butyldiphenylsilyl)oxy)pentadecanoate
  参考文献：
  名称：

  Mori, Kenji; Matsuda, Hiroyuki, Liebigs Annalen der Chemie, 1991, # 6, p. 529 - 535

  摘要：

  DOI：

文献信息

• Lipase-mediated regioselective modifications of macrolactonic sophorolipids
  作者：Aliya Sembayeva、Beniam Berhane、Jason A. Carr

  DOI：10.1016/j.tet.2017.02.043

  日期：2017.4

  Chemoenzymatic synthesis and modification of well-defined macrolactonic sophorolipid (SLML) analogues via a series of successive regioselective de-esterification/transesterification reactions is investigated. Of the lipases screened, Candida antartica lipase- B (Novozyme-435) successfully deacylated the C-6' acetoxy group of natural and peracylated SLMLs. Subsequent transesterification with acylating agents (esters of fatty acids) was successful only with the C-6' deacetylated natural SLML providing an avenue to well-defined analogues of varying amphilicity. The macrolactonic motif was essential for enzymatic recognition of the sophorose rings of these complex glycolipids. In the absence of the lactonic motif, the peracylated sophorose rings are not deacylated, rather the carboxyl end of the non-lactonic forms that was preferentially transesterified. All macrolactonic derivatives were characterized by IR, H-1, C-13, H-1-H-1 and H-1-C-13 NMR spectroscopy, as well as HRMS where applicable. (C) 2017 Elsevier Ltd. All rights reserved.
• MORI, KENJI;MATSUDA, HIROYUKI, LIEBIGS ANN. CHEM.,(1991) N, C. 529-535
  作者：MORI, KENJI、MATSUDA, HIROYUKI

  DOI：——

  日期：——