2,2'-di-O-benzyl-4,6:4',6'-di-O-benzylidene-α,α-trehalose | 90593-18-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,2'-di-O-benzyl-4,6:4',6'-di-O-benzylidene-α,α-trehalose
• 英文别名: (4aR,6R,7R,8S,8aS)-6-[[(4aR,6R,7R,8S,8aS)-8-hydroxy-2-phenyl-7-phenylmethoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-2-phenyl-7-phenylmethoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-ol
• CAS: 90593-18-3；127128-54-5
• 化学式: C₄₀H₄₂O₁₁
• 分子量: 698.767
• InChiKey: CAGYKMHTJRIQFC-VCMXOOLESA-N

物化性质

• 沸点：
  857.5±65.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  51.0
• 可旋转键数：
  10.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  123.53
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  2,2'-di-O-benzyl-4,6:4',6'-di-O-benzylidene-α,α-trehalose 生成 [(4aR,6R,7R,8S,8aR)-6-[[(4aR,6R,7R,8S,8aR)-8-acetyloxy-2-phenyl-7-phenylmethoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-2-phenyl-7-phenylmethoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl] acetate
  参考文献：
  名称：

  VICENT, CRISTINA;MARTIN-LOMAS, MANUEL;PENADES, SOLEDAD, CARBOHYDR. RES., 194,(1989) C. 308-314

  摘要：

  DOI：

文献信息

• Chiral crown ethers incorporating .alpha.,.alpha.-trehalose. Unexpected structure of a trehalose containing 18-crown-6
  作者：C. Vicent、C. Bosso、F. H. Cano、J. L. G. De Paz、C. Foces-Foces、J. Jimenez-Barbero、M. Martin-Lomas、S. Penades

  DOI：10.1021/jo00011a030

  日期：1991.5

  The reaction of 2,2'- (10), 3,2'- (11), and 3,3'-di-O-benzyl-4,6:4',6'-di-O-benzylidene-alpha,alpha-trehalose (12) with tetraethylene glycol ditosylate gave the corresponding chiral crowns mono-trehalo-3,3'- (1), bis-trehalo-3,3'- (3), mono-trehalo-2,3'- (5) and mono-trehalo-2,2'-tetraethylene glycol (7). The crystal structure of 1 was determined by X-ray analysis and the solution conformation of 1, 3, 5, and 7 by NMR spectroscopy and, in the case of 1, 3, and 7, molecular mechanics calculations. The geometry of the disaccharide moiety of 1,3, and 5 was as expected according to the exo anomeric effect. However, an unexpected conformation around the glycosidic linkage was found for the 18-crown-6 mono-trehalo-2,2'-tetraethylene glycol (7). This conformation can be accounted for by semiempirical calculations of possible intermediate dianionic structures.
• VICENT, C.;BOSSO, C.;CANO, F. H.;PAZ, J. L. G. DE;FOCES-FOCES, C.;JIMENEZ+, J. ORG. CHEM., 56,(1991) N1, C. 3614-3618
  作者：VICENT, C.、BOSSO, C.、CANO, F. H.、PAZ, J. L. G. DE、FOCES-FOCES, C.、JIMENEZ+

  DOI：——

  日期：——