(4R,5R)-4,5-bis(hydroxymethyl)-1,3-dioxolane | 159652-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: (4R,5R)-4,5-bis(hydroxymethyl)-1,3-dioxolane
• 英文别名: (2R,3R)-2,3-methylenedioxybutane-1,4-diol；[(4R,5R)-5-(hydroxymethyl)-1,3-dioxolan-4-yl]methanol
• CAS: 159652-89-8
• 化学式: C₅H₁₀O₄
• 分子量: 134.132
• InChiKey: GURDVYADUQQTQV-RFZPGFLSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R,5R)-4,5-bis(hydroxymethyl)-1,3-dioxolane 在 吡啶 、 lithium diisopropyl amide 作用下， 反应 2.0h， 生成 (3R,4R)-1,6-bis(6-methyl-2-pyridyl)-3,4-O-methylene-3,4-dihydroxyhexane
  参考文献：
  名称：

  A novel synthesis of optically active C2-symmetric pyridine derivatives. Efficient reaction of chiral triflates with 2-picolyllithium reagents

  摘要：

  A variety of optically active CZ-symmetric pyridine derivatives have been prepared from L- or D-tartaric acid as a chiral source via efficient coupling reactions of triflates with 2-picolyllithium reagents, and the utility of 17 and 18 as chiral ligands in the catalytic enantioselective addition of diethylzinc to benzaldehyde has been demonstrated (up to 41% ee). The synthetic procedure for the corresponding meso-isomer was also described.

  DOI：

  10.1016/0957-4166(95)00142-c
• 作为产物：
  描述：

  dimethyl 2,3-O-methylene-L-tartrate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 10.0h， 生成 (4R,5R)-4,5-bis(hydroxymethyl)-1,3-dioxolane
  参考文献：
  名称：

  A novel synthesis of optically active C2-symmetric pyridine derivatives. Efficient reaction of chiral triflates with 2-picolyllithium reagents

  摘要：

  A variety of optically active CZ-symmetric pyridine derivatives have been prepared from L- or D-tartaric acid as a chiral source via efficient coupling reactions of triflates with 2-picolyllithium reagents, and the utility of 17 and 18 as chiral ligands in the catalytic enantioselective addition of diethylzinc to benzaldehyde has been demonstrated (up to 41% ee). The synthetic procedure for the corresponding meso-isomer was also described.

  DOI：

  10.1016/0957-4166(95)00142-c

文献信息

• R,R,S,S-2-nitroimidazole derivatives
  申请人：Pola Chemical Industries, Inc.

  公开号：US05532380A1

  公开（公告）日：1996-07-02

  High purity 2-nitroimidazole derivatives having excellent radiosensitivity and high safety and useful as a drug to be used along with radiotherapy of various cancers can be prepared at a high yield from inexpensive diester of tartaric acid according to the following reaction formua, ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and each individually represents an aliphatic group or an aromatic group, and X represents a halogen atom.

  具有优异放射敏感性和高安全性的高纯度2-硝基咪唑衍生物，可作为与各种癌症放射疗法一起使用的药物，可以从廉价的酒石酸二酯高产率地制备，反应方程式如下：##STR1## 其中R.sup.1和R.sup.2可以相同也可以不同，每个分别代表一个脂肪基或芳香基，X代表一个卤素原子。
• NOUGUIER, ROBERT;GRAS, JEAN-LOUIS;MCHICH, MOHAMED, TETRAHEDRON, 44,(1988) N 10, C. 2943-2950
  作者：NOUGUIER, ROBERT、GRAS, JEAN-LOUIS、MCHICH, MOHAMED

  DOI：——

  日期：——
• A novel synthesis of optically active C2-symmetric pyridine derivatives. Efficient reaction of chiral triflates with 2-picolyllithium reagents
  作者：Hiyoshizo Kotsuki、Yuichi Nakagawa、Narimasa Moriya、Hirotaka Tateishi、Masamitsu Ochi、Takayoshi Suzuki、Kiyoshi Isobe

  DOI：10.1016/0957-4166(95)00142-c

  日期：1995.5

  A variety of optically active CZ-symmetric pyridine derivatives have been prepared from L- or D-tartaric acid as a chiral source via efficient coupling reactions of triflates with 2-picolyllithium reagents, and the utility of 17 and 18 as chiral ligands in the catalytic enantioselective addition of diethylzinc to benzaldehyde has been demonstrated (up to 41% ee). The synthetic procedure for the corresponding meso-isomer was also described.