phenyl 6-O-benzoyl-2,3-di-O-(4-methoxyphenylmethyl)-1-thio-β-D-galactopyranoside | 1225450-71-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl 6-O-benzoyl-2,3-di-O-(4-methoxyphenylmethyl)-1-thio-β-D-galactopyranoside
• CAS: 1225450-71-4
• 化学式: C₃₅H₃₆O₈S
• 分子量: 616.732
• InChiKey: RJPCBQNFTRYFGQ-MTHIIRNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  44.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  92.68
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  phenyl 6-O-benzoyl-2,3-di-O-(4-methoxyphenylmethyl)-1-thio-β-D-galactopyranoside 、 2,3,4-tri-O-(4-methoxyphenylmethyl)-6-O-triphenylmethyl-D-galactopyranosyl 2,2,2-trichloroacetimidate 在 三乙基硅基三氟甲磺酸酯 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成 phenyl 2,3,4-tri-O-(4-methoxyphenylmethyl)-6-O-triphenylmethyl-α-D-galactopyranosyl-(1->4)-6-O-benzoyl-2,3-di-O-(4-methoxyphenylmethyl)-1-thio-β-D-galactopyranoside 、 phenyl 2,3,4-tri-O-(4-methoxyphenylmethyl)-6-O-triphenylmethyl-β-D-galactopyranosyl-(1->4)-6-O-benzoyl-2,3-di-O-(4-methoxyphenylmethyl)-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of a trigalacturonic acid analogue mimicking the expected transition state in the glycosidases

  摘要：

  A trigalacturonic acid analogue carrying a cyclohexene framework in place of the central pyranose ring was synthesized as a molecular probe for the mechanistic investigation of endo-polygalacturonase 1 (endo-PG 1). Preliminary enzymatic studies revealed that this analogue inhibited endo-PG 1 activity by about 30% at 0.3 mM concentration. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.12.024
• 作为产物：
  描述：

  苯甲酰氯 、 phenyl 2,3-di-O-(4-methoxyphenylmethyl)-1-thio-β-D-galactopyranoside 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以80%的产率得到phenyl 6-O-benzoyl-2,3-di-O-(4-methoxyphenylmethyl)-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of a trigalacturonic acid analogue mimicking the expected transition state in the glycosidases

  摘要：

  A trigalacturonic acid analogue carrying a cyclohexene framework in place of the central pyranose ring was synthesized as a molecular probe for the mechanistic investigation of endo-polygalacturonase 1 (endo-PG 1). Preliminary enzymatic studies revealed that this analogue inhibited endo-PG 1 activity by about 30% at 0.3 mM concentration. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.12.024