(2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester | 219937-72-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester
• 英文别名: propan-2-yl (2S,3S)-3-[(2R,4R,5R)-5-hydroxy-2-phenyl-1,3-dioxan-4-yl]-3-phenylmethoxy-2-prop-2-enoxypropanoate
• CAS: 219937-72-1
• 化学式: C₂₆H₃₂O₇
• 分子量: 456.536
• InChiKey: MVSKAOUCHQOEKN-WFMHDFSVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester 在 (MePh₂P)(COD)IrPF₆ 2,6-二叔丁基-4-甲基吡啶 、 三氟甲磺酸酐 、 mercury dichloride 、 mercury(II) oxide 作用下， 生成 (2R,3S)-3-Benzyloxy-3-[(2R,4R,5R)-5-((2R,4aR,6S,7S,8R,8aR)-8-benzyloxy-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-phenyl-[1,3]dioxan-4-yl]-2-hydroxy-propionic acid isopropyl ester
  参考文献：
  名称：

  Convergent, stereoselective synthesis of the caloporoside disaccharide

  摘要：

  A concise, convergent synthesis of the caloporoside disaccharide is described in which the key step involves direct, stereoselective formation of the beta-mannosidic linkage by the sulfoxide method. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02159-5
• 作为产物：
  描述：

  (2R,4aR,7S,8S,8aR)-7-Allyloxy-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ol 在 4-二甲氨基吡啶 、 四丙基高钌酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 (2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester
  参考文献：
  名称：

  Convergent, stereoselective synthesis of the caloporoside disaccharide

  摘要：

  A concise, convergent synthesis of the caloporoside disaccharide is described in which the key step involves direct, stereoselective formation of the beta-mannosidic linkage by the sulfoxide method. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02159-5

文献信息

• Convergent, stereoselective synthesis of the caloporoside disaccharide
  作者：David Crich、Gregory R. Barba

  DOI：10.1016/s0040-4039(98)02159-5

  日期：1998.12

  A concise, convergent synthesis of the caloporoside disaccharide is described in which the key step involves direct, stereoselective formation of the beta-mannosidic linkage by the sulfoxide method. (C) 1998 Elsevier Science Ltd. All rights reserved.