(2R,3S,4S,6R)-1-((R)-4-Benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-2,4,6-trimethyl-7-(triisopropylsilyloxy)heptan-1-one | 915695-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (2R,3S,4S,6R)-1-((R)-4-Benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-2,4,6-trimethyl-7-(triisopropylsilyloxy)heptan-1-one
• 英文别名: (2R,3S,4S,6R)-1-[(4R)-4-benzyl-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-hydroxy-2,4,6-trimethyl-7-tri(propan-2-yl)silyloxyheptan-1-one
• CAS: 915695-82-8
• 化学式: C₂₉H₄₉NO₃S₂Si
• 分子量: 551.93
• InChiKey: XCBJRXXFNSWSOY-UXLGTYSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.31
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,6R)-1-((R)-4-Benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-2,4,6-trimethyl-7-(triisopropylsilyloxy)heptan-1-one 、 triethylsilyl trifluoromethanesulfonate 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以91%的产率得到
  参考文献：
  名称：

  A general scheme for synthesis of substrate-based polyketide labels for acyl carrier proteins

  摘要：

  A general strategy to enzymatically label acyl carrier proteins (ACPs) of polyketide synthases has been developed. Incorporation of a chloromethyl ketone or vinyl ketone moiety into polyketide chain elongation intermediate mimics allows for the synthesis of CoA adducts. These CoA adducts undergo enzymatic reaction with Sfp, a phosphopantetheinyl transferase, to afford labeled CurB carrier proteins. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.089

文献信息

• A general scheme for synthesis of substrate-based polyketide labels for acyl carrier proteins
  作者：Erick K. Leggans、David L. Akey、Janet L. Smith、Robert A. Fecik

  DOI：10.1016/j.bmcl.2010.05.089

  日期：2010.10

  A general strategy to enzymatically label acyl carrier proteins (ACPs) of polyketide synthases has been developed. Incorporation of a chloromethyl ketone or vinyl ketone moiety into polyketide chain elongation intermediate mimics allows for the synthesis of CoA adducts. These CoA adducts undergo enzymatic reaction with Sfp, a phosphopantetheinyl transferase, to afford labeled CurB carrier proteins. (C) 2010 Elsevier Ltd. All rights reserved.