cyclo[-Val-Thr(TBS)-Val-Thr(TBS)-Val-Thr(TBS)-]

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: cyclo[-Val-Thr(TBS)-Val-Thr(TBS)-Val-Thr(TBS)-]
• 英文别名: cyclo[Thr(TBDMS)(TBDMS)-Val-Thr(TBDMS)(TBDMS)-Val-Thr(TBDMS)(TBDMS)-Val]；(3S,6S,9S,12S,15S,18S)-3,9,15-tris[(1R)-1-[tert-butyl(dimethyl)silyl]oxyethyl]-6,12,18-tri(propan-2-yl)-1,4,7,10,13,16-hexazacyclooctadecane-2,5,8,11,14,17-hexone
• 化学式: C₄₅H₉₀N₆O₉Si₃
• 分子量: 943.501
• InChiKey: AWUSMPXZAMPREF-DHVYMBAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  63
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  202
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  Cbz-Val-Thr-OMe 在 palladium on activated charcoal N-甲基吗啉 、 咪唑 、 盐酸 、 lithium hydroxide 、 camphor-10-sulfonic acid 、 五氟苯基二苯基磷酸酯 、 四丁基氟化铵 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 177.0h， 生成 cyclo[-Val-Thr(TBS)-Val-Thr(TBS)-Val-Thr(TBS)-]
  参考文献：
  名称：

  Pseudoprolines as Removable Turn Inducers:  Tools for the Cyclization of Small Peptides

  摘要：

  The cyclization of small peptides which do not incorporate turn inducers is often difficult. We have developed a method involving the use of removable turn inducers, in the form of pseudoprolines, for the cyclization of difficult peptide sequences. The pseudoprolines induce a cisoid amide bond in the peptide backbone which facilitates cyclization. They are then readily removed to yield a cyclic peptide that does not contain any turn inducers.

  DOI：

  10.1021/jo0484732

文献信息

• Pseudoprolines as Removable Turn Inducers:  Tools for the Cyclization of Small Peptides
  作者：Danielle Skropeta、Katrina A. Jolliffe、Peter Turner

  DOI：10.1021/jo0484732

  日期：2004.12.1

  The cyclization of small peptides which do not incorporate turn inducers is often difficult. We have developed a method involving the use of removable turn inducers, in the form of pseudoprolines, for the cyclization of difficult peptide sequences. The pseudoprolines induce a cisoid amide bond in the peptide backbone which facilitates cyclization. They are then readily removed to yield a cyclic peptide that does not contain any turn inducers.