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 | 1225450-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 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
• CAS: 1225450-78-1
• 化学式: C₉₁H₉₀O₁₄S
• 分子量: 1439.77
• InChiKey: QAHKGXAAFJAHIW-PCSAZMNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.32
• 重原子数：
  106.0
• 可旋转键数：
  34.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  129.22
• 氢给体数：
  1.0
• 氢受体数：
  15.0

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：

  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-acetylthio-α-Δ^5,5a-carba-D-galactopyranose 在 乙酸肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以84%的产率得到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
  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