allyl (methyl 2,3-di-O-(4-methoxyphenylmethyl)-4-O-trifluoromethanesulfonyl-α-D-glucopyranosid)uronate | 1225450-79-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl (methyl 2,3-di-O-(4-methoxyphenylmethyl)-4-O-trifluoromethanesulfonyl-α-D-glucopyranosid)uronate
• CAS: 1225450-79-2
• 化学式: C₂₇H₃₁F₃O₁₁S
• 分子量: 620.598
• InChiKey: XLGPWMLDOAJITQ-LSHRBJLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  42.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  125.05
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  allyl (methyl 2,3-di-O-(4-methoxyphenylmethyl)-4-O-trifluoromethanesulfonyl-α-D-glucopyranosid)uronate 、 2,3,4-tri-O-(4-methoxyphenylmethyl)-6-O-triphenylmethyl-α-D-galactopyranosyl-(1->4)-2,3-di-O-(4-methoxyphenylmethyl)-6-O-triphenylmethyl-1-thio-α-Δ^5,5a-carba-D-galactopyranose 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以36%的产率得到
  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：

  三氟甲磺酸酐 、 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以96%的产率得到allyl (methyl 2,3-di-O-(4-methoxyphenylmethyl)-4-O-trifluoromethanesulfonyl-α-D-glucopyranosid)uronate
  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