tert-butyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[2-[(4-methoxyphenyl)-diphenylmethyl]sulfanylethylamino]-5-oxopentanoate | 501000-00-6

• 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: tert-butyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[2-[(4-methoxyphenyl)-diphenylmethyl]sulfanylethylamino]-5-oxopentanoate
• CAS: 501000-00-6
• 化学式: C₄₆H₄₈N₂O₆S
• 分子量: 756.963
• InChiKey: ZODOZZSHRAOUAG-RWYGWLOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  55
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[2-[(4-methoxyphenyl)-diphenylmethyl]sulfanylethylamino]-5-oxopentanoate 在 哌啶 、 吡啶硼烷 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 甲胺 作用下， 以 甲醇 、 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl (2S)-2-[[4-[(2-amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]-5-[2-[(4-methoxyphenyl)-diphenylmethyl]sulfanylethylamino]-5-oxopentanoate
  参考文献：
  名称：

  An efficient synthesis of the ribozyme–folate conjugate

  摘要：

  gamma-Cysteamine modified folic acid was synthesized by reductive alkylation of N-2-Bu-i-6-formylpterin with suitably protected cysteaminyl-L-glutamyl-p-aminobenzoic acid, followed by deprotection. Following activation with 2,2'-dipyridyl disulfide, this synthon was conjugated to the 5'-end of 5'-thiol modified ribozyme to afford target ribozyme-folate conjugate in a good yield. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00837-7
• 作为产物：
  描述：

  芴甲氧羰基-L-谷氨酸 1-叔丁酯 、 S-(4-methoxytrityl)-2-aminoethanethiol 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以98%的产率得到tert-butyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[2-[(4-methoxyphenyl)-diphenylmethyl]sulfanylethylamino]-5-oxopentanoate
  参考文献：
  名称：

  An efficient synthesis of the ribozyme–folate conjugate

  摘要：

  gamma-Cysteamine modified folic acid was synthesized by reductive alkylation of N-2-Bu-i-6-formylpterin with suitably protected cysteaminyl-L-glutamyl-p-aminobenzoic acid, followed by deprotection. Following activation with 2,2'-dipyridyl disulfide, this synthon was conjugated to the 5'-end of 5'-thiol modified ribozyme to afford target ribozyme-folate conjugate in a good yield. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00837-7

文献信息

• An efficient synthesis of the ribozyme–folate conjugate
  作者：Jasenka Matulic-Adamic、Mark Sanseverino、Leonid Beigelman

  DOI：10.1016/s0040-4039(02)00837-7

  日期：2002.6

  gamma-Cysteamine modified folic acid was synthesized by reductive alkylation of N-2-Bu-i-6-formylpterin with suitably protected cysteaminyl-L-glutamyl-p-aminobenzoic acid, followed by deprotection. Following activation with 2,2'-dipyridyl disulfide, this synthon was conjugated to the 5'-end of 5'-thiol modified ribozyme to afford target ribozyme-folate conjugate in a good yield. (C) 2002 Elsevier Science Ltd. All rights reserved.