(3S,4S,5S)-6-(tert-butyldimethylsilyloxy)-4,5-di-(4-methoxyphenylmethoxy)-1-triphenylmethoxy-2-hexanon-3-yl 2,3,5-O-tri-(4-methoxyphenylmethyl)-6-O-triphenyl methyl-α-D-galactopyranoside | 1225450-85-0

• 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: (3S,4S,5S)-6-(tert-butyldimethylsilyloxy)-4,5-di-(4-methoxyphenylmethoxy)-1-triphenylmethoxy-2-hexanon-3-yl 2,3,5-O-tri-(4-methoxyphenylmethyl)-6-O-triphenyl methyl-α-D-galactopyranoside
• CAS: 1225450-85-0
• 化学式: C₉₆H₁₀₄O₁₆Si
• 分子量: 1541.96
• InChiKey: BEKJIALRASXPIR-RDOPMFLFSA-N

反应信息

• 作为反应物：
  描述：

  (3S,4S,5S)-6-(tert-butyldimethylsilyloxy)-4,5-di-(4-methoxyphenylmethoxy)-1-triphenylmethoxy-2-hexanon-3-yl 2,3,5-O-tri-(4-methoxyphenylmethyl)-6-O-triphenyl methyl-α-D-galactopyranoside 在 吡啶 、 Tebbe's reagent 作用下， 以 甲苯 为溶剂， 反应 1.25h， 以65%的产率得到(3S,4S,5S)-6-(tert-butyldimethylsilyloxy)-4,5-di-(4-methoxyphenylmethoxy)-2-triphenylmethoxy-hex-1-en-3-yl 2,3,4-tri-O-(4-methoxyphenylmethyl)-6-O-triphenylmethyl-α-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：

  2,3,4-O-tri-(4-methoxyphenylmethyl)-6-O-triphenylmethyl-β-D-galactopyranosyl-(1->4)-1-O-(tert-butyldimethylsilyl)-2,3-di-O-(4-methoxyphenylmethyl)-6-O-triphenylmethyl-D-galactitol 在 乙酸酐 、 二甲基亚砜 作用下， 反应 10.0h， 以99%的产率得到(3S,4S,5S)-6-(tert-butyldimethylsilyloxy)-4,5-di-(4-methoxyphenylmethoxy)-1-triphenylmethoxy-2-hexanon-3-yl 2,3,5-O-tri-(4-methoxyphenylmethyl)-6-O-triphenyl methyl-α-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