[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[6-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]sulfanylhexa-2,4-diynylsulfanyl]oxan-2-yl]methyl acetate | 266363-95-5

• 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: [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[6-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]sulfanylhexa-2,4-diynylsulfanyl]oxan-2-yl]methyl acetate
• CAS: 266363-95-5
• 化学式: C₃₄H₄₂O₁₈S₂
• 分子量: 802.829
• InChiKey: RTULIHBCQPHQAF-ANJNXOACSA-N

物化性质

• 沸点：
  782.1±60.0 °C(predicted)
• 密度：
  1.38±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  54
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  280
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[6-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]sulfanylhexa-2,4-diynylsulfanyl]oxan-2-yl]methyl acetate 在 甲醇 、 sodium methylate 作用下， 以90%的产率得到
  参考文献：
  名称：

  Synthesis of stable and selective inhibitors of human galectins-1 and -3

  摘要：

  The syntheses of glycolytically stable galactosides and lactosides have been made toward the selective inhibition of human galectins-1 and -3. Transition metal-catalyzed cross-coupling reactions were used to create carbon-carbon bond formation (Sonogashira, Suzuki, Heck, Glaser). Additionally, Hantzsch condensation was used to create novel 2-aminothiazoles which reacted with a panel of acylating and sulfonylating reagents. Moreover, dimeric galactosides and lactosides bearing triazoles, regiospeci.cally prepared using copper-catalyzed Huisgen azide-alkyne [1,3]-dipolar cycloaddition, provided efficient galectins-1 and -3 inhibitors. Best monovalent inhibitor among the tested series was (E)-methyl 2-phenyl-4-(beta-D-galactopyranosyl)-but-2-enoate 15 with inhibitory potency of 313 mu M against galectin-1 and best dimers were bis-lactoside 68 and 75 having both inhibitory properties of 160 mu M against Galectin-3. (c) 2008 Elsevier Ltd. All rights reserved..

  DOI：

  10.1016/j.bmc.2008.06.044
• 作为产物：
  描述：

  2-(2,3,4,6-四-O-乙酰基-beta-D-吡喃半乳糖基)异硫脲氢溴酸盐 在 四甲基乙二胺 、 氧气 、 potassium carbonate 、 copper(l) chloride 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 3.0h， 生成 [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[6-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]sulfanylhexa-2,4-diynylsulfanyl]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Transition metal-catalyzed syntheses of ‘rod-like’ thioglycoside dimers

  摘要：

  Using copper(I)-catalyzed Glaser reaction and palladium-catalyzed Sonogashira reaction, divalent 'rod-like' thiomanno-, gluco, galacto, and lactoside clusters were prepared in high yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02285-6