S-[[(2S,3S,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-prop-2-enoxyoxan-2-yl]methyl] ethanethioate | 289898-46-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: S-[[(2S,3S,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-prop-2-enoxyoxan-2-yl]methyl] ethanethioate
• CAS: 289898-46-0
• 化学式: C₃₂H₃₆O₆S
• 分子量: 548.7
• InChiKey: UHWVSWRMTQLKFN-HXBJCGEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.95
• 重原子数：
  39.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  S-[[(2S,3S,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-prop-2-enoxyoxan-2-yl]methyl] ethanethioate 在 4-二甲氨基吡啶 、 四氧化锇 、 N-甲基吲哚酮 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 生成 Octadecanoic acid 3-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl ester
  参考文献：
  名称：

  Synthesis of an immunosuppressant SQAG9 and determination of the binding peptide by T7 phage display

  摘要：

  SQAG9, a new class of immunosuppressive sulfoquinovosylacylglycerol, and its biotinylated derivatives have been synthesized. A T7 Phage library, composed of random cDNA fragments from Drosophila melanogaster, displayed a possible binding peptide of 14 amino acids. The immobilized synthetic peptide on a sensor chip showed a dissociation constant of K-D = 1.5 x 10(-6) against SQAG9 in a surface plasmon resonance experiment. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.085
• 作为产物：
  描述：

  allyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 乙醇 为溶剂， 生成 S-[[(2S,3S,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-prop-2-enoxyoxan-2-yl]methyl] ethanethioate
  参考文献：
  名称：

  Synthesis of an immunosuppressant SQAG9 and determination of the binding peptide by T7 phage display

  摘要：

  SQAG9, a new class of immunosuppressive sulfoquinovosylacylglycerol, and its biotinylated derivatives have been synthesized. A T7 Phage library, composed of random cDNA fragments from Drosophila melanogaster, displayed a possible binding peptide of 14 amino acids. The immobilized synthetic peptide on a sensor chip showed a dissociation constant of K-D = 1.5 x 10(-6) against SQAG9 in a surface plasmon resonance experiment. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.085