3-[2-[(2R,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylamino]-4H-thiazol-(5Z)-ylidenemethyl]-benzoic acid methyl ester | 437611-26-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[2-[(2R,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylamino]-4H-thiazol-(5Z)-ylidenemethyl]-benzoic acid methyl ester
• 英文别名: methyl 3-[(Z)-[2-[[(2R,3R,4S,5R,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]amino]-4H-1,3-thiazol-5-ylidene]methyl]benzoate
• CAS: 437611-26-2
• 化学式: C₃₈H₄₆N₂O₁₉S
• 分子量: 866.851
• InChiKey: FHAJSINBJXQKLB-YUKCNDNYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  60
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  288
• 氢给体数：
  1
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  3-[2-[(2R,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylamino]-4H-thiazol-(5Z)-ylidenemethyl]-benzoic acid methyl ester 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 0.5h， 生成 3-[2-[(2R,3R,4R,5S,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylamino]-4H-thiazol-(5E)-ylidenemethyl]-benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis and Cholera Toxin Binding Properties of a Lactose-2-aminothiazoline Conjugate

  摘要：

  [GRAPHICS]During the search for improved monovalent ligands for cholera toxin (CT), a new lactose-2-aminothiazoline conjugate was discovered. In a fluorescence binding assay the compound was found to be one of the strongest relatively simple CT ligands to date with a K-d of 23 muM.

  DOI：

  10.1021/ol025909w
• 作为产物：
  描述：

  3-(3-amino-prop-1-yl)-benzoic acid methyl ester hydrochloride 、 2,3,6,2',3',4'6'-hepta-O-acetyl-β-D-lactopyranosyl isothiocianate 在 N,N-二异丙基乙胺 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以84%的产率得到3-[2-[(2R,3R,4S,5R,6R)-3,4-Diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylamino]-4H-thiazol-(5Z)-ylidenemethyl]-benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis and Cholera Toxin Binding Properties of a Lactose-2-aminothiazoline Conjugate

  摘要：

  [GRAPHICS]During the search for improved monovalent ligands for cholera toxin (CT), a new lactose-2-aminothiazoline conjugate was discovered. In a fluorescence binding assay the compound was found to be one of the strongest relatively simple CT ligands to date with a K-d of 23 muM.

  DOI：

  10.1021/ol025909w