dimethyl 2,3-O-methylene-L-tartrate | 137568-30-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dimethyl 2,3-O-methylene-L-tartrate
• 英文别名: (4S,5S)-dimethyl 1,3-dioxolane-4,5-dicarboxylate；Thx；(4S,5S)-4,5-bis-(Methoxycarbonyl)-1,3-dioxolane；dimethyl (4S,5S)-1,3-dioxolane-4,5-dicarboxylate
• CAS: 137568-30-0
• 化学式: C₇H₁₀O₆
• 分子量: 190.153
• InChiKey: WXDCPMZAHPHZPC-WHFBIAKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  二甲醇缩甲醛 、 L-(+)-酒石酸二甲酯 在 三氟化硼乙醚 、 碳酸氢钠 作用下， 以 乙酸乙酯 、 水 为溶剂， 反应 7.0h， 以86%的产率得到dimethyl 2,3-O-methylene-L-tartrate
  参考文献：
  名称：

  WO2007/139749

  摘要：

  公开号：

文献信息

• Catalytic Enantioselective Dibromination of Allylic Alcohols
  作者：Dennis X. Hu、Grant M. Shibuya、Noah Z. Burns

  DOI：10.1021/ja4083182

  日期：2013.9.4

  A new dibromination reaction involving the combination of dibromomalonate as the bromonium source and a titanium bromide species as the bromide source has been developed. Enantioselective catalysis has been achieved through apparent ligand acceleration by a tartaric acid-derived diol.

  已经开发了一种新的二溴化反应，涉及将二溴丙二酸作为溴源和溴化钛物种作为溴源的组合。酒石酸衍生的二醇通过明显的配体加速实现了对映选择性催化。
• Bio-based poly(hexamethylene terephthalate) copolyesters containing cyclic acetalized tartrate units
  作者：Cristina Japu、Antxon Martínez de Ilarduya、Abdelilah Alla、Sebastián Muñoz-Guerra

  DOI：10.1016/j.polymer.2013.01.013

  日期：2013.3

  values steadily decreasing with increasing contents in Thx units. All the copolyesters as well as the homopolyester entirely made of tartrate units were semicrystalline with Tm falling from ∼145 °C for PHT to ∼70 °C for PHThx with intermediate values decreasing as the content in Thx increased. Copolyesters containing up to 30% of tartrate units were able to crystallize from the melt at crystallization

  二甲酯的环缩醛升-酒石酸盐（二甲基-2,3-二- ø -亚甲基升-threarate，THX）作为对苯二甲酸二甲酯（DMT）在缩聚用在熔融1,6-己二醇（HD）的共聚单体。随机共聚酯PHT X THX ý具有令人满意的分子量（获得与酒石酸单位含量高达50％的中号瓦特20000和50000之间）分散度略高于2和，并没有明显的变色。共聚酯在高于300°C时开始分解。的Ť克的共聚酯在+9至-9°C之间振荡，其值随着Thx单位含量的增加而稳定降低。所有全部由酒石酸酯单元制成的共聚酯和均聚酯都是半结晶的，T m从PHT的约145°C下降到PHThx的约70°C，中间值随Thx含量的增加而降低。含有高达30％酒石酸单元的共聚酯能够以一定的结晶速率从熔体中结晶，而结晶速率由于酒石酸单元的存在而延迟。当在水性缓冲液中孵育时，PHT 70 Thx 30共聚酯表现出显着的水解性，而在猪胰脂肪酶的作用下，PHT
• WO2007/139749
  申请人：——

  公开号：——

  公开（公告）日：——
• 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.