6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4-(N-nosylamino)-α-D-erythro-hex-2'-enopyranosyl]-4-O-mesyl-3-deoxy-3-(N-nosylamino)-D-gulal | 1033614-72-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4-(N-nosylamino)-α-D-erythro-hex-2'-enopyranosyl]-4-O-mesyl-3-deoxy-3-(N-nosylamino)-D-gulal
• CAS: 1033614-72-0
• 化学式: C₃₂H₃₄N₄O₁₅S₃
• 分子量: 810.838
• InChiKey: LOHCYLNSKSPRNA-YBYHVSLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  54.0
• 可旋转键数：
  17.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  258.91
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4-(N-nosylamino)-α-D-erythro-hex-2'-enopyranosyl]-4-O-mesyl-3-deoxy-3-(N-nosylamino)-D-gulal 、 异丙醇 在 potassium carbonate 作用下， 反应 48.0h， 以73%的产率得到isopropyl 6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4'-(N-nosylamino)-α-D-erythro-hex-2'-enopyranosyl]-2,3,4-trideoxy-4-(N-nosylamino)-α-D-erythro-hex-2-enopyranoside
  参考文献：
  名称：

  Stereoselective Synthesis of 2,3-Unsaturated 1,6-Oligosaccharides by Means of a Glycal-Derived Allyl Epoxide and N-Nosyl Aziridine

  摘要：

  beta-D-threo- and 4-deoxy-4-amino-alpha-D-erythro-hex-2-enopyranosyl di- (n = 0) and trisaccharides (n = 1) of types A and B were synthetized by means of a reiterative, completely stereoselective glycosylation process which makes use of the D-galactal-derived allyl epoxide 1 beta and D-allal-derived allyl N-nosyl aziridine 2 alpha, respectively.

  DOI：

  10.1021/ol800793f
• 作为产物：
  描述：

  6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4-(N-nosylamino)-α-D-erythro-hex-2'-enopyranosyl]-3-deoxy-3-(N-nosylamino)-D-gulal 、 甲基磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4-(N-nosylamino)-α-D-erythro-hex-2'-enopyranosyl]-4-O-mesyl-3-deoxy-3-(N-nosylamino)-D-gulal
  参考文献：
  名称：

  Stereoselective Synthesis of 2,3-Unsaturated 1,6-Oligosaccharides by Means of a Glycal-Derived Allyl Epoxide and N-Nosyl Aziridine

  摘要：

  beta-D-threo- and 4-deoxy-4-amino-alpha-D-erythro-hex-2-enopyranosyl di- (n = 0) and trisaccharides (n = 1) of types A and B were synthetized by means of a reiterative, completely stereoselective glycosylation process which makes use of the D-galactal-derived allyl epoxide 1 beta and D-allal-derived allyl N-nosyl aziridine 2 alpha, respectively.

  DOI：

  10.1021/ol800793f