2,4,6-tri-O-benzyl-α-D-glucopyranose | 77388-94-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4,6-tri-O-benzyl-α-D-glucopyranose
• 英文别名: (2S,3R,4S,5S,6R)-3,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxane-2,4-diol
• CAS: 77388-94-4
• 化学式: C₂₇H₃₀O₆
• 分子量: 450.532
• InChiKey: CXVPIMVTYWPRQC-NTYGKXENSA-N

物化性质

• 沸点：
  628.4±55.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

文献信息

• [EN] DIRECT, ENANTIOSELECTIVE ALDOL COUPLING OF ALDEHYDES USING CHIRAL ORGANIC CATALYSTS<br/>[FR] COUPLAGE ALDOLIQUE ENANTIOSELECTIF DIRECT D'ALDEHYDES A L'AIDE DE CATALYSEURS ORGANIQUES CHIRAUX
  申请人：CALIFORNIA INST OF TECHN

  公开号：WO2003089396A1

  公开（公告）日：2003-10-30

  Nonmetallic, chiral organic catalysts are used to catalyze an enantioselective aldol coupling reaction between aldehyde substrates. The reaction may be carried out with a single enolizable aldehyde, resulting in dimerization to give a β-hydroxy aldehyde, or trimerization to give a dihydroxy tetrahydropyran. The reaction may also conducted with an enolizable aldehyde and a second aldehyde, which may or may not be enolizable, so that the coupling is a cross-aldol reaction in which the a-carbon of the enolizable aldehyde adds to the carbonyl carbon of the second aldehyde in an enantioselective fashion. Reaction systems composed of at least one enolizable aldehyde, an optional additional aldehyde, and the nonmetallic chiral organic catalyst are also provided, as are methods of implementing the enantioselective aldol reaction in the synthesis of sugars.

  非金属手性有机催化剂被用来催化醛底物之间的对映选择性醇醛偶联反应。该反应可以使用一个可酮化的醛进行，从而使其二聚化形成β-羟基醛，或三聚化形成二羟基四氢吡喃。该反应也可以使用一个可酮化的醛和第二个醛进行，第二个醛可能是可酮化的，也可能不是，使得偶联是一种交叉醇醛反应，其中可酮化的醛的α-碳以对映选择性的方式加到第二个醛的羰基碳上。此外，还提供了由至少一个可酮化的醛、一个可选的额外醛和非金属手性有机催化剂组成的反应体系，以及在糖的合成中实施对映选择性醇醛反应的方法。
• Direct, enantioselective aldol coupling of aldehydes using chiral organic catalysts
  申请人：MacMillan W.C. David

  公开号：US20050197498A1

  公开（公告）日：2005-09-08

  Nonmetallic, chiral organic catalysts are used to catalyze an enantioselective aldol coupling reaction between aldehyde substrates. The reaction may be carried out with a single enolizable aldehyde, resulting in dimerization to give a β-hydroxy aldehyde, or trimerization to give a dihydroxy tetrahydropyran. The reaction may also conducted with an enolizable aldehyde and a second aldehyde, which may or may not be enolizable, so that the coupling is a cross-aldol reaction in which the α-carbon of the enolizable aldehyde adds to the carbonyl carbon of the second aldehyde in an enantioselective fashion. Reaction systems composed of at least one enolizable aldehyde, an optional additional aldehyde, and the nonmetallic chiral organic catalyst are also provided, as are methods of implementing the enantioselective aldol reaction in the synthesis of sugars.

  使用非金属手性有机催化剂催化醛底物的对映选择性Aldol偶联反应。该反应可以使用单个可烯化醛进行，产生二聚体以得到β-羟基醛，或三聚体以得到二羟基四氢吡喃。该反应也可以使用可烯化醛和第二个醛一起进行，第二个醛可以是可烯化的或不可烯化的，使偶联反应成为交叉Aldol反应，其中可烯化醛的α-碳以对映选择性的方式加到第二个醛的羰基碳上。还提供了由至少一个可烯化醛、一个可选的额外醛和非金属手性有机催化剂组成的反应系统，以及在糖的合成中实施对映选择性Aldol反应的方法。
• DIRECT, ENANTIOSELECTIVE ALDOL COUPLING OF ALDEHYDES USING CHIRAL ORGANIC CATALYSTS
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：EP1501777A1

  公开（公告）日：2005-02-02
• EP1501777A4
  申请人：——

  公开号：EP1501777A4

  公开（公告）日：2007-03-28
• US6900357B2
  申请人：——

  公开号：US6900357B2

  公开（公告）日：2005-05-31