10,11-dihydroxyundecanoic acid bis-trimethylsilyl ether

• 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: 10,11-dihydroxyundecanoic acid bis-trimethylsilyl ether
• 英文别名: 10,11-Bis(trimethylsilyloxy)undecanoic acid
• 化学式: C₁₇H₃₈O₄Si₂
• 分子量: 362.657
• InChiKey: PTDQDGGAPHEEDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Fmoc-L-丙氨醛 、 10,11-dihydroxyundecanoic acid bis-trimethylsilyl ether 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以78%的产率得到9-[2-[(1S)-1-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]-1,3-dioxolan-4-yl]nonanoic acid
  参考文献：
  名称：

  Solid-phase synthesis of peptide aldehydes directly on acetal resin

  摘要：

  A practical strategy for solid-phase synthesis of peptide aldehydes has been developed employing a 10,11-dihydroxy-undecanoic acid (DHUA) functionalized resin. High loading levels are obtained for amino aldehydes as their respective acetals. After classical Fmoc SPPS, treatment of the derivatized resin with 95% TFA/H2O affords peptide aldehydes in high yield and purity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00230-1
• 作为产物：
  描述：

  三甲基氯硅烷 、 10,11-二羟基十一烷酸 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以95%的产率得到10,11-dihydroxyundecanoic acid bis-trimethylsilyl ether
  参考文献：
  名称：

  Solid-phase synthesis of peptide aldehydes directly on acetal resin

  摘要：

  A practical strategy for solid-phase synthesis of peptide aldehydes has been developed employing a 10,11-dihydroxy-undecanoic acid (DHUA) functionalized resin. High loading levels are obtained for amino aldehydes as their respective acetals. After classical Fmoc SPPS, treatment of the derivatized resin with 95% TFA/H2O affords peptide aldehydes in high yield and purity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00230-1

文献信息

• Solid-phase synthesis of peptide aldehydes directly on acetal resin
  作者：Wu Yao、Hong Yan Xu

  DOI：10.1016/s0040-4039(01)00230-1

  日期：2001.3

  A practical strategy for solid-phase synthesis of peptide aldehydes has been developed employing a 10,11-dihydroxy-undecanoic acid (DHUA) functionalized resin. High loading levels are obtained for amino aldehydes as their respective acetals. After classical Fmoc SPPS, treatment of the derivatized resin with 95% TFA/H2O affords peptide aldehydes in high yield and purity. (C) 2001 Elsevier Science Ltd. All rights reserved.