N-(tert-butyloxycarbonyl)-3-aminopropyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-mannopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(tert-butyloxycarbonyl)-3-aminopropyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-mannopyranoside
• 英文别名: N-(tert-butoxycarbonyl)-3-aminopropyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-mannopyranoside；N-(tert-butyloxycarbonyl)-3-aminopropyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-beta-D-mannopyranoside；[(2R,3R,4S,5S,6S)-4,5-dibenzoyloxy-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propylsulfanyl]oxan-3-yl] benzoate
• 化学式: C₅₁H₅₇NO₁₀SSi
• 分子量: 904.166
• InChiKey: SJPSRTVRQRLQSR-RMJYEZIKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.61
• 重原子数：
  64
• 可旋转键数：
  22
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  161
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  N-(tert-butyloxycarbonyl)-3-aminopropyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-mannopyranoside 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of glyco-coated liposomes as drug carriers for active targeting in drug delivery systems

  摘要：

  Novel sugar-conjugated cholesterols, beta-Gal-, alpha-Man-, beta-Man-, alpha-Fuc-, and beta-Man-6P-S-beta-Ala-Chol, were synthesized and incorporated into liposomes. In vitro experiments using the glyco-coated liposomes showed that the glyco-coated liposomes are efficiently taken up by cells expressing carbohydrate-binding receptors selectively. Glyco-coated liposomes are promising candidates for drug delivery vehicles. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.06.028
• 作为产物：
  描述：

  N-Boc-3-氨基丙基溴 在 哌嗪 、 吡啶 、 咪唑 、 甲醇 、 sodium methylate 、 caesium carbonate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 N-(tert-butyloxycarbonyl)-3-aminopropyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-mannopyranoside
  参考文献：
  名称：

  Synthesis and evaluation of glyco-coated liposomes as drug carriers for active targeting in drug delivery systems

  摘要：

  Novel sugar-conjugated cholesterols, beta-Gal-, alpha-Man-, beta-Man-, alpha-Fuc-, and beta-Man-6P-S-beta-Ala-Chol, were synthesized and incorporated into liposomes. In vitro experiments using the glyco-coated liposomes showed that the glyco-coated liposomes are efficiently taken up by cells expressing carbohydrate-binding receptors selectively. Glyco-coated liposomes are promising candidates for drug delivery vehicles. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.06.028

文献信息

• US2014/255317
  申请人：——

  公开号：——

  公开（公告）日：——
• US20140255317A1
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and evaluation of glyco-coated liposomes as drug carriers for active targeting in drug delivery systems
  作者：Akiharu Ueki、Keita Un、Yuka Mino、Mitsuru Yoshida、Shigeru Kawakami、Hiromune Ando、Hideharu Ishida、Fumiyoshi Yamashita、Mitsuru Hashida、Makoto Kiso

  DOI：10.1016/j.carres.2014.06.028

  日期：2015.3

  Novel sugar-conjugated cholesterols, beta-Gal-, alpha-Man-, beta-Man-, alpha-Fuc-, and beta-Man-6P-S-beta-Ala-Chol, were synthesized and incorporated into liposomes. In vitro experiments using the glyco-coated liposomes showed that the glyco-coated liposomes are efficiently taken up by cells expressing carbohydrate-binding receptors selectively. Glyco-coated liposomes are promising candidates for drug delivery vehicles. (C) 2014 Elsevier Ltd. All rights reserved.