6-O-(4-(N-methyl-N-phenylamino)benzyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside | 294637-35-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 6-O-(4-(N-methyl-N-phenylamino)benzyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside
• 英文别名: N-methyl-N-phenyl-4-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methoxymethyl]aniline
• CAS: 294637-35-7
• 化学式: C₂₆H₃₃NO₆
• 分子量: 455.551
• InChiKey: HSYZHYHPAXXSRJ-OYTPZHDJSA-N

物化性质

• 沸点：
  560.2±50.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  58.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-O-(4-(N-methyl-N-phenylamino)benzyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以100%的产率得到双丙酮半乳糖
  参考文献：
  名称：

  卤代苄醚作为有机合成的保护基团

  摘要：

  DOI：

  10.1021/ja0008665
• 作为产物：
  描述：

  4-碘苄基溴 在 tris-(dibenzylideneacetone)dipalladium(0) 、 1-(N,N-dimethylamino)-1'-(dicyclohexylphosphino)biphenyl 、 sodium hydride 、 sodium t-butanolate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 0.5h， 生成 6-O-(4-(N-methyl-N-phenylamino)benzyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside
  参考文献：
  名称：

  卤代苄醚作为有机合成的保护基团

  摘要：

  DOI：

  10.1021/ja0008665

文献信息

• Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
  申请人：——

  公开号：US20030181690A1

  公开（公告）日：2003-09-25

  One aspect of the present invention relates to optionally substituted halogenated benzyl halides and the like. These compounds are useful as halogenated benzyl ether-based protecting groups for a variety of functional groups. Another aspect of the present invention relates to use of said protecting groups in an orthogonal protecting group strategy for the synthesis of complex molecules that comprise a number of suitable functional groups. Another aspect of the present invention relates to saccharides bearing various arrays of protecting groups of the present invention. Another aspect of the present invention relates to a method of synthesizing an oligosaccharide or glycoconjugate, comprising the steps of: using a saccharide bearing at least one protecting group of the present invention to glycosylate a second molecule to give a product comprising said saccharide; and removing a protecting group of the present invention from said product.

  本发明的一个方面涉及可选取代的卤代苯甲基卤化物等化合物。这些化合物可用作基于卤代苯甲基醚的保护基，以保护各种官能团。本发明的另一个方面涉及在合成具有多个适当官能团的复杂分子的正交保护基策略中使用所述保护基。本发明的另一个方面涉及带有本发明各种保护基阵列的糖类。本发明的另一个方面涉及一种合成寡糖或糖蛋白的方法，包括以下步骤：使用带有本发明至少一种保护基的糖类与第二分子进行糖基化反应，以得到包含所述糖类的产物；从所述产物中去除本发明的一种保护基。
• PROTECTING GROUPS USEFUL IN THE SYNTHESIS OF POLYSACCHARIDES, NATURAL PRODUCTS, AND COMBINATORIAL LIBRARIES
  申请人：MASSACHUSETTS INSTITUTE OF TECHNOLOGY

  公开号：EP1233970A2

  公开（公告）日：2002-08-28
• US6426421B1
  申请人：——

  公开号：US6426421B1

  公开（公告）日：2002-07-30
• US6693178B2
  申请人：——

  公开号：US6693178B2

  公开（公告）日：2004-02-17
• [EN] PROTECTING GROUPS USEFUL IN THE SYNTHESIS OF POLYSACCHARIDES, NATURAL PRODUCTS, AND COMBINATORIAL LIBRARIES<br/>[FR] GROUPES PROTECTEURS UTILISES DANS LA SYNTHESE DES POLYSACCHARIDES, PRODUITS NATURELS, ET BIBLIOTHEQUES COMBINATOIRES
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2001038337A2

  公开（公告）日：2001-05-31

  One aspect of the present invention relates to optionally substituted halogenated benzyl halides and the like. These compounds are useful as halogenated benzyl ether-based protecting groups for a variety of functional groups. Another aspect of the present invention relates to use of said protecting groups in an orthogonal protecting group strategy for the synthesis of complex molecules that comprise a number of suitable functional groups. Another aspect of the present invention relates to saccharides bearing various arrays of protecting groups of the present invention. Another aspect of the present invention relates to a method of synthesizing an oligosaccharide or glycoconjugate, comprising the steps of: using a saccharide bearing at least one protecting group of the present invention to glycosylate a second molecule to give a product comprising said saccharide; and removing a protecting group of the present invention from said product.