ethyl 2,6-dideoxy-4,5-O-isopropylidene-2-methylamino-1-thio-β-D-galactopyranoside | 156766-21-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2,6-dideoxy-4,5-O-isopropylidene-2-methylamino-1-thio-β-D-galactopyranoside
• CAS: 156766-21-1
• 化学式: C₁₂H₂₃NO₃S
• 分子量: 261.386
• InChiKey: YBGPHERKVTWSFH-NZFPMDFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  39.72
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2,6-dideoxy-4,5-O-isopropylidene-2-methylamino-1-thio-β-D-galactopyranoside 、 (1S,2S)-2-(2-hydroxy-7-methoxy-5-methyl-1-naphthalenecarbonyloxy)-1-cyclopentanol 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以67%的产率得到2-Hydroxy-7-methoxy-5-methyl-naphthalene-1-carboxylic acid (1S,2S)-2-((3aS,4R,6S,7R,7aR)-2,2,4-trimethyl-7-methylamino-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-cyclopentyl ester
  参考文献：
  名称：

  Synthesis and binding of simple neocarzinostatin chromophore analogues to the apoprotein

  摘要：

  Synthetic analogues (3-5, 8-10) of neocarzinostatin chromophore (1) are found to bind to the apoprotein with high affinity. Their binding energies suggest that the naphthoate moiety of 1 is essential for the binding, and that the CS-CH3 and C7-OCH3 groups are necessary for the high affinity.

  DOI：

  10.1016/s0040-4020(01)80621-9
• 作为产物：
  描述：

  Galactosamine 生成 ethyl 2,6-dideoxy-4,5-O-isopropylidene-2-methylamino-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis and binding of simple neocarzinostatin chromophore analogues to the apoprotein

  摘要：

  Synthetic analogues (3-5, 8-10) of neocarzinostatin chromophore (1) are found to bind to the apoprotein with high affinity. Their binding energies suggest that the naphthoate moiety of 1 is essential for the binding, and that the CS-CH3 and C7-OCH3 groups are necessary for the high affinity.

  DOI：

  10.1016/s0040-4020(01)80621-9